Protecting Group Chemistry

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Author: Jeremy Robertson

Publisher: Oxford University Press, USA

ISBN: 9780198502753

Category: Science

Page: 96

View: 8819

Protecting Group Chemistry provides an overview of the general methods that are used to block the reactivity of - i.e. protect - specific functional grops thus allowing others, present within the same molecule, to be manipulated unambiguously. An introductory chapter outlines protecting group strategy, relevant aspects of functional group reactivity, temporary protection, and introduces the concept of protecting group devices as an aid to unifying the wide range of available methods. Therest of the book is divided on the basis of broad classes of the experimental conditions that lead to cleavage of each protecting group (acid/electrophile, base/nucleophile, oxidising or reducing agent). The treatment differs from traditional texts in that it places the emphasis on making a connection between the fundamental mechanisms of organic chemsitry - ionisation, substitution, addition, elimination, oxidation and reduction, etc. - and how a particular protecting group can best be selected in a given situation.

Protecting Groups

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Author: Philip J. Kocienski

Publisher: Thieme

ISBN: 9781588903761

Category: Medical

Page: 679

View: 8631

The didactic presentation of the material makes this book an essential bench-top tool not only for specialists in organic chemistry, but also for students and all those involved in the preparation of organic molecules. Key Features: A critical survey of the most used protecting groups, as used by organic chemists Organization based on functional groups: hydroxyl ; diol; carbonyl; carboxyl; amine Special emphasis placed on deprotection conditions applied to complex structures where selectivity is a prime issue Transformations accompanied by key experimental details Examples from the recent literature span a wide domain of organic synthesis Over 500 schemes aid visual retrieval End-of-chapter list reviews which amplify topics covered.

Protecting Groups - Strategies and Applications in Carbohydrate Chemistry

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Author: Sébastien Vidal

Publisher: VCH

ISBN: 9783527340101

Category:

Page: 400

View: 9869

Written by a team of world-class leaders from academia and industry, this is a unique overview of the most important protecting group strategies in modern carbohydrate chemistry. Clearly divided into two parts, the first focuses on those groups best used to protect a specific position on a carbohydrate. The second part then discusses specific carbohydrate residues or compounds in the context of a protecting group strategy used to reach the desired regioisomer. The whole is rounded off by chapters on case studies and industrial scale synthesis of oligosaccharides through modern protecting group chemistry. By providing strategies and synthetic applications, this is an indispensable guide for both beginners and specialists working in carbohydrate synthesis, natural product chemistry, pharmaceutical chemistry, and biochemistry.

The Organic Chemistry of Sugars

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Author: Daniel E. Levy,Péter Fügedi

Publisher: CRC Press

ISBN: 9781420027952

Category: Science

Page: 904

View: 1448

Intrigued as much by its complex nature as by its outsider status in traditional organic chemistry, the editors of The Organic Chemistry of Sugars compile a groundbreaking resource in carbohydrate chemistry that illustrates the ease at which sugars can be manipulated in a variety of organic reactions. Each chapter contains numerous examples demonstrating the methods and strategies that apply mainstream organic chemistry to the chemical modification of sugars. The book first describes the discovery, development, and impact of carbohydrates, followed by a discussion of protecting group strategies, glycosylation techniques, and oligosaccharide syntheses. Several chapters focus on reactions that convert sugars and carbohydrates to non-carbohydrate molecules including the substitution of sugar hydroxyl groups to new groups of synthetic or biological interest, cyclitols and carbasugars, as well as endocyclic heteroatom substitutions. Subsequent chapters demonstrate the use of sugars in chiral catalysis, their roles as convenient starting materials for complex syntheses involving multiple stereogenic centers, and syntheses for monosaccharides. The final chapters focus on new and emerging technologies, including approaches to combinatorial carbohydrate chemistry, the biological importance and chemical synthesis of glycopeptides, and the medicinally significant concept of glycomimetics. Presenting the organic chemistry of sugars as a solution to many complex synthetic challenges, The Organic Chemistry of Sugars provides a comprehensive treatment of the manipulation of sugars and their importance in mainstream organic chemistry. Daniel E. Levy, editor of the Drug Discovery Series, is the founder of DEL BioPharma, a consulting service for drug discovery programs. He also maintains a blog that explores organic chemistry.

Nucleic Acids in Chemistry and Biology

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Author: G. Michael Blackburn

Publisher: Royal Society of Chemistry

ISBN: 0854046542

Category: Science

Page: 470

View: 9132

The structure, function and reactions of nucleic acids are central to molecular biology and are crucial for the understanding of complex biological processes involved. Revised and updated Nucleic Acids in Chemistry and Biology 3rd Edition discusses in detail, both the chemistry and biology of nucleic acids and brings RNA into parity with DNA. Written by leading experts, with extensive teaching experience, this new edition provides some updated and expanded coverage of nucleic acid chemistry, reactions and interactions with proteins and drugs. A brief history of the discovery of nucleic acids is followed by a molecularly based introduction to the structure and biological roles of DNA and RNA. Key chapters are devoted to the chemical synthesis of nucleosides and nucleotides, oligonucleotides and their analogues and to analytical techniques applied to nucleic acids. The text is supported by an extensive list of references, making it a definitive reference source. This authoritative book presents topics in an integrated manner and readable style. It is ideal for graduate and undergraduates students of chemistry and biochemistry, as well as new researchers to the field.

Protecting-Group-Free Organic Synthesis

Improving Economy and Efficiency

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Author: Rodney A. Fernandes

Publisher: John Wiley & Sons

ISBN: 111929522X

Category: Science

Page: 288

View: 3521

Presents a comprehensive account of established protecting-group-free synthetic routes to molecules of medium to high complexity This book supports synthetic chemists in the design of strategies, which avoid or minimize the use of protecting groups so as to come closer to achieving an “ideal synthesis” and back the global need of practicing green chemistry. The only resource of its kind to focus entirely on protecting-group-free synthesis, it is edited by a leading practitioner in the field, and features enlightening contributions by top experts and researchers from across the globe. The introductory chapter includes a concise review of historical developments, and discusses the concepts, need for, and future prospects of protecting-group-free synthesis. Following this, the book presents information on protecting-group-free synthesis of complex natural products and analogues, heterocycles, drugs, and related pharmaceuticals. Later chapters discuss practicing protecting-group-free synthesis using carbohydrates and of glycosyl derivatives, glycol-polymers and glyco-conjugates. The book concludes with a chapter on latent functionality as a tactic toward formal protecting-group-free synthesis. A comprehensive account of established protecting-group-free (PGF) synthetic routes to molecules of medium to high complexity Benefits total synthesis, methodology development and drug synthesis researchers Supports synthetic chemists in the design of strategies, which avoid or minimize the use of protecting groups so as to come closer to achieving an “ideal synthesis” and support the global need of practicing green chemistry Covers a topic that is gaining importance because it renders syntheses more economical Protecting-Group-Free Organic Synthesis: Improving Economy and Efficiency is an important book for academic researchers in synthetic organic chemistry, green chemistry, medicinal and pharmaceutical chemistry, biochemistry, and drug discovery.

Protecting Groups, 3rd Edition 2005

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Author: Philip J. Kocienski

Publisher: Georg Thieme Verlag

ISBN: 3131791535

Category: Science

Page: 668

View: 3440

Protecting Groups provides a critical survey of protecting group methodology and focuses on the most widely used protecting groups for the most common functional groups. Therefore it serves as an essential learning tool for advanced students and professionals in a broad range of disciplines involving organic synthesis. The book is organized by functional group and places special emphasis on deprotection conditions applied to complex structures where selectivity is a key issue. The discussion of each protecting group is divided into three sections beginning with deprotection conditions, followed by methods of formation, and ending with some characteristic NMR data to aid the reader in identifying the contribution from the protecting group. At the end of each chapter is a list of reviews for the topics covered in that chapter. // The content of this e-book was originally published in 2007.

Protecting-Group-Free Organic Synthesis

Improving Economy and Efficiency

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Author: Rodney A. Fernandes

Publisher: John Wiley & Sons

ISBN: 111929519X

Category: Science

Page: 288

View: 3839

Presents a comprehensive account of established protecting-group-free synthetic routes to molecules of medium to high complexity This book supports synthetic chemists in the design of strategies, which avoid or minimize the use of protecting groups so as to come closer to achieving an “ideal synthesis” and back the global need of practicing green chemistry. The only resource of its kind to focus entirely on protecting-group-free synthesis, it is edited by a leading practitioner in the field, and features enlightening contributions by top experts and researchers from across the globe. The introductory chapter includes a concise review of historical developments, and discusses the concepts, need for, and future prospects of protecting-group-free synthesis. Following this, the book presents information on protecting-group-free synthesis of complex natural products and analogues, heterocycles, drugs, and related pharmaceuticals. Later chapters discuss practicing protecting-group-free synthesis using carbohydrates and of glycosyl derivatives, glycol-polymers and glyco-conjugates. The book concludes with a chapter on latent functionality as a tactic toward formal protecting-group-free synthesis. A comprehensive account of established protecting-group-free (PGF) synthetic routes to molecules of medium to high complexity Benefits total synthesis, methodology development and drug synthesis researchers Supports synthetic chemists in the design of strategies, which avoid or minimize the use of protecting groups so as to come closer to achieving an “ideal synthesis” and support the global need of practicing green chemistry Covers a topic that is gaining importance because it renders syntheses more economical Protecting-Group-Free Organic Synthesis: Improving Economy and Efficiency is an important book for academic researchers in synthetic organic chemistry, green chemistry, medicinal and pharmaceutical chemistry, biochemistry, and drug discovery.

Amino Acids, Peptides and Proteins in Organic Chemistry, Protection Reactions, Medicinal Chemistry, Combinatorial Synthesis

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Author: N.A

Publisher: John Wiley & Sons

ISBN: 3527641572

Category: Science

Page: 552

View: 5323

This is the fourth of five books in the Amino Acids, Peptides and Proteins in Organic Synthesis series. Closing a gap in the literature, this is the only series to cover this important topic in organic and biochemistry. Drawing upon the combined expertise of the international "who's who" in amino acid research, these volumes represent a real benchmark for amino acid chemistry, providing a comprehensive discussion of the occurrence, uses and applications of amino acids and, by extension, their polymeric forms, peptides and proteins. The practical value of each volume is heightened by the inclusion of experimental procedures. The 5 volumes cover the following topics: Volume 1: Origins and Synthesis of Amino Acids Volume 2: Modified Amino Acids, Organocatalysis and Enzymes Volume 3: Building Blocks, Catalysis and Coupling Chemistry Volume 4: Protection Reactions, Medicinal Chemistry, Combinatorial Synthesis Volume 5: Analysis and Function of Amino Acids and Peptides The fourth volume in this series is structured in three main sections. The first section is about protection reactions and amino acid based peptidomimetics. The second, and most extensive, part is devoted to the medicinal chemistry of amino acids. It includes, among others, the chemistry of alpha- and beta amino acids, peptide drugs, and advances in N- and O-glycopeptide synthesis. The final part deals with amino acids in combinatorial synthesis. Methods, such as phage display, library peptide synthesis, and computational design are described. Originally planned as a six volume series, Amino Acids, Peptides and Proteins in Organic Chemistry now completes with five volumes but remains comprehensive in both scope and coverage. Further information about the 5 Volume Set and purchasing details can be viewed here.

Protective Groups in Organic Chemistry

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Author: J. McOmie

Publisher: Springer Science & Business Media

ISBN: 1468472186

Category: Science

Page: 418

View: 6816

During the past decade there has been a great increase in the use of protective groups, especially in the synthesis of large and complex organic molecules. Perhaps the greatest activity has been in the peptide field where such triumphs as the total synthesis of insulin and of bovine ribonuclease (molecular weight 13,700) have been achieved. Correspondingly, more protective groups have been devised for the protection of amino and imino groups than for any other functional group. There are many reviews and books on the synthesis of pep tides but there has been no general survey of protective groups since my 1 own review in 1963. At that time the five main methods for the removal of protective groups involved acid or base hydroly sis, reduction, oxidation, or thermal elimination reactions. Recent advances include the use of photo-sensitive and metal ion sensitive protective groups, and the attachment of functional groups to reactive polymers as a method of protec tion during the solid-phase synthesis of peptides and poly nucleotides. Another interesting development is the design and use of protective groups with a built-in 'safety-catch', which can be 'released' by a specific chemical reaction, so that an otherwise stable bond is made labile at the appropriate moment thereby allowing the protective group to be removed under very 2 mild conditions. My own interest in protective groups dates from 1944 when, as a student, I gave two lectures on the subject and produced an 11 page review including 70 references.

Fmoc Solid Phase Peptide Synthesis

A Practical Approach

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Author: Weng C. Chan,Peter D. White

Publisher: Oxford University Press, USA

ISBN: 9780199637256

Category: Literary Collections

Page: 346

View: 3243

In the years since the publication of Atherton and Sheppard's volume, the technique of Fmoc solid-phase peptide synthesis has matured considerably and is now the standard approach for the routine production of peptides. The basic problems at the time of publication of this earlier work havenow for the most part, been solved. As a result, innovators in the field have focussed their efforts to develop methodologies and chemistry for the synthesis of more complex structures. The focus of this new volume is much broader, and covers the essential procedures for the production of linearpeptides and more advanced techniques for preparing cyclic, side-chain modified, phospho- and glycopeptides. Many other methods also deserving attention have been included: convergent peptide synthesis; peptide-protein conjugation; chemoselective ligation; and chemoselective purification. Thedifficult preparation of cysteine and methionine-containing peptides is also covered, as well as methods for overcoming aggregation during peptide chain assembly. Many of the techniques developed for the production of large arrays of peptides by parallel synthesis, such as t-bag, SPOT and PINsynthesis, have naturally been included. Finally, a survey of available automated instrumentation has also been provided.

Organic Chemistry

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Author: Jonathan Clayden,Nick Greeves,Stuart Warren

Publisher: Oxford University Press

ISBN: 0199270295

Category: Science

Page: 1234

View: 4057

Rev. ed. of: Organic chemistry / Jonathan Clayden ... [et al.].

Organic Synthesis

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Author: Michael B Smith

Publisher: Academic Press

ISBN: 0124158846

Category: Science

Page: 1534

View: 4808

A reactions oriented course is a staple of most graduate organic programs, and synthesis is taught either as a part of that course or as a special topic. Ideally, the incoming student is an organic major, who has a good working knowledge of basic reactions, stereochemistry and conformational principles. In fact, however, many (often most) of the students in a first year graduate level organic course have deficiencies in their undergraduate work, are not organic majors and are not synthetically inclined. To save students much time catching up this text provides a reliable and readily available source for background material that will enable all graduate students to reach the same high level of proficiency in organic chemistry. Produced over many years with extensive feedback from students taking an organic chemistry course this book provides a reaction based approach. The first two chapters provide an introduction to functional groups; these are followed by chapters reviewing basic organic transformations (e.g. oxidation, reduction). The book then looks at carbon-carbon bond formation reactions and ways to ‘disconnect’ a bigger molecule into simpler building blocks. Most chapters include an extensive list of questions to test the reader’s understanding. There is also a new chapter outlining full retrosynthetic analyses of complex molecules which highlights common problems made by scientists. The book is intended for graduate and postgraduate students, scientific researchers in chemistry New publisher, new edition; extensively updated and corrected Over 950 new references with more than 6100 references in total Over 600 new reactions and figures replaced or updated Over 300 new homework problems from the current literature to provide nearly 800 problems to test reader understanding of the key principles

Protective groups in organic synthesis

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Author: Theodora W. Greene,Peter G. M. Wuts

Publisher: Wiley-Interscience

ISBN: 9780471160199

Category: Science

Page: 779

View: 8116

From the reviews of the previous editions: * "For completeness, the authors . . . include protective groups and techniques for formation and cleavage that are seldom used as well as those that are more common. . . . Anyone who does organic synthesis must have convenient access to this book." -Journal of the American Chemical Society. * "Essential to the modern synthetic organic chemist . . . should be in the libraries of all academic, governmental, and industrial organizations concerned with organic synthesis." -Polymer News. Reflecting the latest advances in protective group methodology, this Third Edition of the proven laboratory reference is expanded by more than 50%, providing readers with a comprehensive compendium of 1,050 of the most useful protective groups as well as 5,350 references to original publications. Protective groups are organized by six major organic functional groups: hydroxyl, amino, carboxyl, carbonyl, sulfhydryl, and phosphate groups (the last new to this edition). Also added in this edition are protection of the alkyne-CH, expanded coverage of protection of all groups, and many new enzymatic methods of protection and deprotection. Each chapter briefly describes the classes of available protective groups, followed by an in-depth look at the chemistry of individual protective groups, their properties, and the best methods of formation and cleavage. Ten reactivity charts with more than 28,000 entries summarize the relative reactivities of 270 commonly used protective groups with 108 reagents. This book will be an indispensable reference for synthetic chemists and students.

Organic Chemistry

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Author: Joseph M. Hornback

Publisher: Cengage Learning

ISBN: 0534389511

Category: Science

Page: 1328

View: 8808

ORGANIC CHEMISTRY, Second Edition - the first mechanistic-oriented book written at a level that organic chemistry students will understand! Specifically, the focus on mechanisms is a unifying theme, rather then just an organizing principle. Organizationally mainstream, it is unique in bringing in mechanisms as a unifying principle, and reactions are organized by mechanism type not by functional groups. And now, text/media integration has never been so seamless with the introduction of Organic ChemistryNow for ORGANIC CHEMISTRY, Second Edition. Important Notice: Media content referenced within the product description or the product text may not be available in the ebook version.

Modern Fluoroorganic Chemistry

Synthesis, Reactivity, Applications

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Author: Peer Kirsch

Publisher: John Wiley & Sons

ISBN: 3527651373

Category: Science

Page: 384

View: 330

The second edition of this classic reference work has been completely revised and updated, as well as being enlarged by 20% to reflect the latest developments in synthetic organic fluorine chemistry, taking into account new applications in materials science and medicinal chemistry. The new developments in transition-metal-catalyzed methods for the introduction of fluorine and fluorinated groups are discussed. In addition, new chapters have been added on such important applications as organic electronics (OLEDs) and fluorinated dyes. Appendices containing synthetic procedures and conversions round off this comprehensive work. This work is a valuable reference for fluorine chemists that also provides nonspecialists with an introduction to the field. From reviews of the first edition: ''... a well-produced book with attractive graphics, photos and schemes. Throughout the book, coloured electrostatic maps of small organofluorine compounds are used toillustrate charge distributions. These are effective as well as attractive. I would point any organic chemist to this book who wants to learn about and do some fluorine chemistry. It provides uncluttered descriptions and a clear orientation to the literature in this important area of the organic chemistry.'' CHEMBIOCHEM - A European Journal of Chemical Biology

Chemical Approaches to the Synthesis of Peptides and Proteins

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Author: Paul Lloyd-Williams,Fernando Albericio,Ernest Giralt

Publisher: CRC Press

ISBN: 9780849391422

Category: Medical

Page: 304

View: 3534

Organic chemists working on the synthesis of natural products have long found a special challenge in the preparation of peptides and proteins. However, more reliable, more efficient synthetic preparation methods have been developed in recent years. This reference evaluates the most important synthesis methods available today, and also considers methods that show promise for future applications. This text describes the state of the art in efficient synthetic methods for the synthesis of both natural and artificial large peptide and protein molecules. Subjects include an introduction to basic topics, linear solid-phase synthesis of peptides, peptide synthesis in solution, convergent solid-phase synthesis, methods for the synthesis of branched peptides, formation of disulfide bridges, and more. The book emphasizes strategies and tactics that must be considered for the successful synthesis of peptides.