Amino Acids: Insights and Roles in Heterocyclic Chemistry

Volume 2: Hydantoins, Thiohydantoins, and 2,5-Diketopiperazines

Zerong Wang

• Publisher: Apple Academic Press
• Year: 2023
• eBook ISBN: 9781000738926
• Edition: 1
• Topic: Biological Sciences
• Subtopic: Biochemistry in Medicine
• Index: Biological Sciences

This is the second volume of a first-of-its-kind four-volume book set that provides readers with up-to-date information on ?-amino acids, the potential challenges in working with ?-amino acids, the protecting groups for the carboxyl, amino and side chain groups of the amino acids, and the most popular heterocyclic compounds that are originating from alpha-amino acids. These heterocyclic compounds include hydantoins, thiohydantoins (including 2-thiohydantoins, 4-thiohydantoins, 2, 4-dithiohydantoins), 2, 5-diketopiperazines, N-carboxyanhydrides, N-thiocarboxyanhydrides, sydnones, sydnonimines, azlactones, pseudoazlactones, and oxazolidin-5-ones. This is the first resource to comprehensively collect all the heterocycles that can be directly prepared from ?-amino acids. In addition, almost all kinds of synthetic methods for a particular type of heterocycles from alpha-amino acids are included, along with the detailed mechanistic discussions and experimental procedures.

In Volume 2: Hydantoins, Thiohydantoins, and 2, 5-Diketopiperazines compiles the three IUPAC accepted nomenclature systems for heterocyclic compounds, which will be very useful for readers working in the heterocyclic chemistry field for giving synthesized molecules their correct names. In addition, three groups of heterocyclic compounds, i.e., hydantoins, thiohydantoins (including 2-thiohydantoin, 4-thiohydantoin and 2, 4-dithiohydantoin), and 2, 5-diketopiperazines, have been organized with updated literature information. Particularly, all three groups of heterocyclic compounds have demonstrated many important biological activities, particularly anticancer and antibacterial activities. On the other hand, these three groups of heterocycles can be applied as substrates to make other chemical derivatives, particularly novel unnatural amino acids. All their reactivities have been compiled and updated. The other volumes include:

Volume 1: Protecting Groups

Volume 3: N-Carboxyanhydrides, N-Thiocarboxyanhydrides, and Sydnones

Volume 4: Azlactones and Oxazolidin-5-ones

All together, this unique 4-volume set thoroughly covers the two types of heterocyclic compounds that are originated from alpha-amino acids, providing carefully compiled updated information with detailed examples. The author has shared many thoughtful insights based on his strong background in physical organic chemistry. The volumes will be highly valuable for graduate students and senior students, as well as for professors and researchers working in the field of medicinal and pharmaceutical chemistry, organic chemistry, organic synthesis, heterocycles, and proteins and peptides.

Table of contents

• Cover Page
• Half Title Page
• Title Page
• Copyright Page
• About the Authors
• Contents
• Abbreviations
• Acknowledgments
• Preface
• Chapter 1 Heterocyclic Compounds
• Chapter 2 Hydantoin
• Chapter 3 Thiohydantoins
• Chapter 4 2,5-Diketopiperazine
• Index