Amino Acids: Insights and Roles in Heterocyclic Chemistry
Volume 3: N-Carboxyanhydrides, N-Thiocarboxyanhydrides, Sydnones, and SydnoniminesThis is the third 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 ‘-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 ‘-amino acids are included, along with the detailed mechanistic discussions and experimental procedures. Volume 3: N-Carboxyanhydrides, N-Thiocarboxyanhydrides, and Sydnones presents up-to-date detailed information on two types of heterocyclic compounds that originate from alpha-amino acids: NCAs/NTAs and sydnones/sydnonimines. The volume also covers the more than 10 initiating systems for NCA monomers to undergo the ring-opening polymerization, which are very useful for the readers in order to make living polypeptides/polypeptoids. In addition, the method to characterize these prepared polypeptides/polypeptoids is also included. Particularly, two modern mass spectrometric techniques (MALDI-TOF and ESI-TOF) have been explained with detailed examples, where the elucidation of molecular weight of protein based on the ESI-TOF spectra has been given with a practical example as well as the theory that it is based on, a unique feature of the volume. The other volumes in the set are: Volume 1: Protecting Groups Volume 2: Hydantoins, Thiohydantoins, and 2,5-Diketopiperazines 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.ISBN: 9781774911563, 1774911566
