Dehydrooligopeptides. II. The Synthesis of Dehydrodehydrodipeptides by Direct Coupling and Base-catalyzed β-Elimination
- 1 April 1981
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 54 (4) , 1132-1136
- https://doi.org/10.1246/bcsj.54.1132
Abstract
The direct coupling between N-protected α-dehydroamino acid (1) and N-free α-dehydroamino acid ester (2) by the acid-chloride method was carried out to give several dehydrodehydrodipeptides (7). Furthermore, the two kinds of dehydrodipeptides with a hydroxyl group, obtained by the coupling of 1 with a serine or threonine ester, and that of N-protected serine or threonine with 2, followed by mesylation and subsequent base-catalyzed β-elimination gave a number of 7 substances in good yields. The configurational structures of 7 obtained by both direct condensation and elimination were found to have (Z,Z)-geometry.This publication has 8 references indexed in Scilit:
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