Protecting Group Chemistry

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Author: Jeremy Robertson

Publisher: Oxford University Press, USA

ISBN: 9780198502753

Category: Science

Page: 96

View: 4035

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: 7958

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: Sebastien Vidal

Publisher: Wiley-VCH

ISBN: 3527340106

Category: Science

Page: 528

View: 4658

A unique overview of the most important protecting group strategies in carbohydrate chemistry Protecting Groups: Strategies and Applications in Carbohydrate Chemistry provides a detailed account of key strategies and methodologies for the protection of carbohydrates. Divided into two parts, the first focuses on groups that are used best to protect a specific position on a carbohydrate. In the second part, specific carbohydrate residues or compounds are discussed in the context of a specific protecting group strategy used to reach the desired regioisomer. This important book: -Features chapters on protecting groups at the primary and secondary positions of carbohydrates -Describes protecting group strategies towards sialic acid derivatives, glycofuranoses, sulfated glycosaminoglycans, and cyclodextrins -Provides information on automated glycan assembly -Includes a chapter on the industrial scale synthesis of heparin analogs Written by a team of leaders in the field, Protecting Groups: Strategies and Applications in Carbohydrate Chemistry is an indispensable guide for academics and industrial researchers interested in carbohydrate and natural product synthesis, pharmaceutical chemistry, and biochemistry.

Protective Groups in Organic Chemistry

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Author: J. McOmie

Publisher: Springer Science & Business Media

ISBN: 1468472186

Category: Science

Page: 418

View: 1828

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.

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: 2103

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.

Protecting Groups in Organic Synthesis

Postgraduate Chemistry Series

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Author: James R. Hanson

Publisher: Wiley-Blackwell

ISBN: 9781850759577

Category: Science

Page: 140

View: 8729

This volume provides, at postgraduate student level, an accessible introduction to a topic of central importance in organic synthesis. It covers the main functional groups requiring protection in organic synthesis, explaining why a particular protecting agent works and how an agent should be chosen. Emphasis is placed on what a protecting group is doing chemically to the structure that it is protecting. Attention is given to removal of the protecting group. This is a clear and thoughtful book, which concentrates on explaining the chemistry. It also provides a convenient point of entry to the primary literature.

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: 990

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.

Protecting Groups, 3rd Edition 2005

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Author: P. J. Kocienski

Publisher: Georg Thieme Verlag

ISBN: 3131793937

Category: Science

Page: 668

View: 3223

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.

Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 37

Ethers

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Author: N.A

Publisher: Georg Thieme Verlag

ISBN: 3131783311

Category: Science

Page: 992

View: 6138

Science of Synthesis provides a critical review of the synthetic methodology developed from the early 1800s to date for the entire field of organic and organometallic chemistry. As the only resource providing full-text descriptions of organic transformations and synthetic methods as well as experimental procedures, Science of Synthesis is therefore a unique chemical information tool. Over 1000 world-renowned experts have chosen the most important molecular transformations for a class of organic compounds and elaborated on their scope and limitations. The systematic, logical and consistent organization of the synthetic methods for each functional group enables users to quickly find out which methods are useful for a particular synthesis and which are not. Effective and practical experimental procedures can be implemented quickly and easily in the lab.// The content of this e-book was originally published in May 2008.

Modern Fluoroorganic Chemistry

Synthesis, Reactivity, Applications

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Author: Peer Kirsch

Publisher: John Wiley & Sons

ISBN: 3527651373

Category: Science

Page: 384

View: 9723

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

Organic Chemistry

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Author: Joseph M. Hornback

Publisher: Cengage Learning

ISBN: 0534389511

Category: Science

Page: 1328

View: 7351

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.

Photochemistry

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Author: Ian Dunkin

Publisher: Royal Society of Chemistry

ISBN: 9780854044450

Category: Reference

Page: 288

View: 3647

Compiled by teams of leading authorities this Specialist Periodical Report on Photochemistry aims to provide an annual review of photo-induced processes.

Protection of Functional Groups in Peptide Synthesis

The Peptides Analysis, Synthesis, Biology

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Author: Erhard Gross,Johannes Meienhofer

Publisher: Elsevier

ISBN: 1483217981

Category: Science

Page: 400

View: 5666

The Peptides: Analysis, Synthesis, Biology, Volume 3: Protection of Functional Groups in Peptide Synthesis focuses on protection of functional groups in peptide synthesis. This book consists of seven chapters. Chapter 1 reviews the large variety of amine protecting groups. The protection of carboxyl groups is described in Chapter 2, while the chemistry of sulfhydryl group protection in peptide synthesis is discussed in Chapter 3. Chapter 4 covers the protection of the hydroxyl groups of serine, threonine, tyrosine, and other hydroxyl-containing amino acids. Differential protection and selective deprotection in peptide synthesis is deliberated in Chapter 5. In chapter 6, the opportunities and constraints of the tactics of minimal protection of side-chain functions during peptide synthesis are reviewed. The last chapter is devoted to the interesting aspects of dual function groups. This volume is recommended for specialists and researchers concerned with peptide and protein research.

Enzyme Chemistry

Impact and applications

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Author: Colin J. Suckling

Publisher: Springer Science & Business Media

ISBN: 940095574X

Category: Science

Page: 256

View: 597

In the molecular sciences, enzyme chemistry occupies a special niche as one of the major contact points between chemical and biological disciplines. The special properties of enzymes as selective and efficient catalysts are so central to current challenges to chemists that the development of enzyme chemistry in the past thirty years has been a major stimulus to chemical research in general. On the one hand studies of the intrinsic properties of enzymes and, on the other hand, their applications to synthesis, drug design, and biosynthesis have had an immense impact. This book brings together in one volume essays describing several such fields with emphasis on the applications. It would be unnecessarily repetitious to outline the approach and contents of the book in a Preface; the first short chapter is more eloquent than a formal Preface can be. I shall therefore encourage you to begin with the Introduction in Chapter 1 and here I wish to extend my warm thanks to those who have contributed to the production of this book: the authors for their acceptance of the overall concept of the book and for the thoughtfulness of their writing; Dr Charles Suckling, FRS and Professor Hamish Wood for their constructive criticism of the whole book; and Dr John Buckingham and his colleagues at Chapman and Hall for their efficiency and enthusiasm in transforming the typescripts into the book that you now hold. Colin J. Suckling University of Strathclyde Contributors Donald H.

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: 9565

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.

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: 9727

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.

Organic Chemist's Desk Reference

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Author: Caroline Cooper

Publisher: CRC Press

ISBN: 9781439811665

Category: Medical

Page: 288

View: 8230

CHOICE Award Winner Since the first publication in 1995, the Organic Chemist’s Desk Reference has been essential reading for laboratory chemists who need a concise guide to the essentials of organic chemistry — the literature, nomenclature, stereochemistry, spectroscopy, hazard information, and laboratory data. The past fifteen years have witnessed immense growth in the field of chemistry and new discoveries have continued to shape its progress. In addition, the distinction between organic chemistry and other disciplines such as biochemistry and materials science has become increasingly blurred. Extensively revised and updated, this new edition contains the very latest data that chemists need access to for experimentation and research. New in the Second Edition: Rearranged content placed in a logical progressive order, making subjects easier to find Expanded topics from the glossary now presented as separate chapters Updated information on many classic subjects such as mass spectrometry and infrared, ultraviolet, and nuclear magnetic resonance spectroscopy New sections on chiral separations and crystallography Cross references to a plethora of web information Reflecting a 75% revision since the last edition, this volume is a must-have for organic chemists and those in related fields who need quick and easy access to vital information in the lab. It is also a valuable companion to the Dictionary of Organic Compounds, enabling readers to easily focus in on critical data.

Carbohydrates

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Author: Helen Osborn

Publisher: Academic Press

ISBN: 008052852X

Category: Science

Page: 452

View: 2558

There is a vast and often bewildering array of synthetic methods and reagents available to organic chemists today. The Best Synthetic Methods series allows the practising synthetic chemist to choose between all the alternatives and assess their real advantages and limitations. Each chapter in this book details a particular theme associated with carbohydrate synthesis. A brief review of the subject area is provided, but the emphasis in all cases is on describing efficient practical methods to effect the transformations described. In order for the roles of carbohydrates to be thoroughly analysed and assessed, glycobiologists require access to defined target carbohydrates in useful quantities. Thus carbohydrates and glycoconjugates are now recognized as important targets for total synthesis programmes and it is essential to develop efficient regio- and stereoselective methods for the synthesis of carbohydrates. Whilst carbohydrates can sometimes be isolated from natural sources, synthetic strategies often offer the advantage of allowing access to larger quantities of material as well as entry to analogues of the natural carbohydrates. * The latest volume in the long standing Best Synthetic Methods series * Clear chapter by chapter breakdown of carbohydrate synthesis themes with examples of good practical methods for common carbohydrate syntheses.