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Author:   Mark A. Blaskovich (Chief Operating Officer, Chief Operating Officer, Mimetica Pty. Ltd.)
Publisher:   Oxford University Press Inc
Imprint:   Oxford University Press Inc
Dimensions:   Width: 18.80cm , Height: 6.30cm , Length: 26.10cm
Weight:   2.418kg
ISBN:  

9780841272194

ISBN 10:   0841272190
Pages:   1328
Publication Date:   06 May 2010
Audience:   College/higher education ,  Professional and scholarly ,  Undergraduate ,  Postgraduate, Research & Scholarly
Format:   Hardback
Publisher's Status:   No Longer Our Product
Availability:   In Print  
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Table of Contents

CHAPTER 1. INTRODUCTION ; 1.1 General Introduction ; 1,2 A Brief Summary of Trends in Amino Acid Synthesis ; 1.3 Industrial Synthesis ; 1.4 Amino Acid Properties ; 1.5 Absolute Configuration ; 1.6 Determination of Enantiomeric Purity ; 1.7 Determination of Enantiomeric Purity: NMR Analysis ; 1.8 Determination of Enantiomeric Purity: HPLC Chromatographic Analysis ; 1.9 Determination of Enantiomeric Purity: GC Chromatographic Analysis ; 1.10 Determination of Enantiomeric Purity: Capillary Electrophoresis Analysis ; 1.11 Determination of Enantiomeric Purity: TLC Chromatographic Analysis ; 1.12 Determination of Enantiomeric Purity: Mass Spectrometric Methods ; 1.13 Determination of Enantiomeric Purity: Other Methods ; CHAPTER 2. SYNTHESIS OF RACEMIC A-AMINO ACIDS: AMINATION AND CARBOXYLATION ; 2.1 Primordial Amino Acids ; 2.2 Addition of the Amino and Carboxy Groups to the Side Chain (Aminocarboxylation Reactions) ; 2.3 Addition of the Amino Group (Amination Reactions) ; 2.4 Addition of the Carboxyl Group (Carboxylation Reactions) ; 2.4.1 Electrophilic Carboxylation ; 2.4.2 Nucleophilic Carboxylation ; CHAPTER 3. SYNTHESIS OF RACEMIC -AMINO ACIDS: INTRODUCTION OF THE SIDE CHAIN ; 3.1 Introduction ; 3.2 Alkylation of Aminomalonic Acids ; 3.3 Alkylation of Aminocyanoacetic Acids ; 3.4 Alkylation of Schiff Bases ; 3.5 Alkylation of Isocyanoacetates ; 3.6 Alkylation of Other Activated Glycine Equivalents ; 3.7 Alkylation of Non-Activated Glycines ; 3.8 Alkylation of Glycine Equivalents via Other Methods ; 3.9 Alkylation of an Electrophilic Glycine Equivalent ; 3. 10 Radical Alkylations ; CHAPTER 4. SYNTHESIS AND ELABORATION OF DIDEHYDRO AMINO ACIDS ; 4.1 Introduction ; 4.2 Sythesis of Didehydroamino Acids ; 4.3 Reactions of Didehydroamino Acids ; CHAPTER 5. SYNTHESIS OF OPTICALLY ACTIVE A-AMINO ACIDS: EXTENSION OF ACHIRAL METHODS - AMINATION AND CARBOXYLATION REACTIONS ; 5.1 Introduction ; 5.2 Asymmetric Aminocarboxylation Reaction ; 5.3 Asymmetric Amination Reactions ; 5.4 Asymmetric Carboxylation Reactions ; CHAPTER 6. SYNTHESIS OF OPTICALLY ACTIVE AMINO ACIDS: EXTENSION OF ACHIRAL METHODS - INTRODUCTION FO THE SIDE CHAIN TO ACYCLIC SYSTEMS ; 6.1 Introduction ; 6.2 Asymmetric Alkylations of Glycine Enolates ; 6.3 Reactions of Isocyanocarboxylate Enolates ; 6.4 Alkylations of Schiff Bases of Glycine or Other Amino Acids ; 6.5 Asymmetric Alkylations of Electrophilic Glycine Equivalents ; 6.6 Asymmetric Radical Alkylations of Acyclic Glycine Equivalents ; CHAPTER 7. SYNTHESIS OF OPTICALLY ACTIVE A-AMINO ACIDS: ALKYLATION OF CYCLIC CHIRAL TEMPLATES ; 7.1 Introduction ; 7.2 Schollkopf Bis-lactim Ether ; 7.3 Piperazine-2,5-dione ; 7.4 Morpholine-2,5-dione ; 7.5 Williams Oxazinone (5,6-diphenyl-1,4-oxazin-2-one, 5,6-diphenylmorpholin-2-one) ; 7.6 Other Oxazinones (1,4-oxazin-2-one, morpholin-2-one) ; 7.7 Seebach Oxazolidin-5-one ; 7.8 Oxazolidin-2-ones ; 7.9 Seebach Imidazolidin-4-one ; 7.10 Other Imidazolidinones and Related Templates ; 7.11 Cyclic Metal Complexes ; 7.12 Other Cyclic Chiral Templates ; CHAPTER 8. SYNTHESIS OF OPTICALLY ACTIVE A-AMINO ACIDS: OPENING OF SMALL RING SYSTEMS ; 8.1 Introduction ; 8.2 Aziridines ; 8.3 Azirines ; 8.4 Epoxides ; 8.5 b-Lactams ; CHAPTER 9. SYNTHESIS OF OPTICALLY ACTIVE A-AMINO ACIDS: ELABORATION OF AMINO ACIDS OTHER THAN SERINE ; 9.1 Introduction ; 9.2 Synthesis of Optically Active Amino Acids from Aspartic Acid ; 9.3 Synthesis of Optically Active Amino Acids from Glutamic Acid ; 9.4 Synthesis of Optically Active Amino Acids from Asparagine/Glutamine ; 9.5 Syntheses from Other Amino Acids ; CHAPTER 10. SYNTHESIS OF OPTICALLY ACTIVE -AMINO ACIDS: ELABORATION OF SERINE ; 10.1 Introduction ; 10.2 Racemization of Serine ; 10.3 Nucleophilic Displacement of an Activated Serine Hydroxyl Group ; 10.4 Radical Reactions ; 10.5 Nucleophilic Alaninol Synthons Derived from Serine ; 10.6 Serine Aldehydes: Conversion of the Serine Carboxyl Group into an Aldehyde/Ketone ; 10.7 Serine Aldehydes: Conversion of the Serine Side Chain Hydroxyl Group into an Aldehyde ; 10.8 Other Reactions of Serine ; CHAPTER 11. SYNTHESIS OF -, -, -, AND -AMINO ACIDS ; 11.1 Introduction ; 11.2 b-Amino Acids ; 11.3 Cyclic b-Amino Acids ; 11.4 y-Amino Acids ; 11.5 Cyclic y-Amino Acids ; 11.6 -Amino Acids ; 11.7 Cyclic -Amino Acids ; 11.8 -Amino Acids ; CHAPTER 12. MODIFICATIONS OF AMINO ACIDS: RESOLUTION, N-ALKYLATION, N-PROTECTION, AMIDATION AND COUPLING ; 12.1 Resolutions of a-Amino Acids ; 12.2 N-Alkylation of Amino Acids ; 12.3 N-Acylation and N-Protection of Amino Acids ; 12.4 Amidation and Amide Hydrolysis ; 12.5 Coupling of Amino Acids

Reviews

<br> A useful reference work, particularly for the peptide and medicinal chemistry communities. Though a voluminous work, the well-organized and detailed Table of Contents will allow the reader to home in on the class of amino acid that he or she seeks and expeditiously capture the range of reaction modality available to access these targets. As such, active practitioners of the art of peptide or peptidomimetic construct design, sythesis, and study will likely benefit from having this volume on a nearby shelf. --The Journal of the American Chemcial Society<p><br>

A useful reference work, particularly for the peptide and medicinal chemistry communities. Though a voluminous work, the well-organized and detailed Table of Contents will allow the reader to home in on the class of amino acid that he or she seeks and expeditiously capture the range of reaction modality available to access these targets. As such, active practitioners of the art of peptide or peptidomimetic construct design, sythesis, and study will likely benefit from having this volume on a nearby shelf.--The Journal of the American Chemcial Society

Author Information

Mark Blaskovich is Chief Operating Officer at Mimetica, a peptidomimetic drug discovery company. An experienced industrial medicinal chemist, Mark has worked for CEPTYR Inc and the former peptide mimetics company Molecumetics.

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