Synthetic Studies of Bacitracin. V. Synthesis of Thiazoline Peptides from Cysteine Peptides by Dehydration Procedure
- 1 December 1967
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 40 (12) , 2950-2954
- https://doi.org/10.1246/bcsj.40.2950
Abstract
Synthesis of thiazoline peptide from cysteine peptide by dehydration with hydrochloric acid in non-aqueous solvent was investigated. By this method, ethyl 2-benzyloxycarbonylaminomethyl-R-Δ2-thiazoline-4-carboxylate and 2 - benzyloxycarbonylaminomethyl-R-Δ2-thiazoline-4-carbonyl-l-leucine ethyl ester were prepared and isolated in pure states. This synthetic method could give a promising route to a total synthesis of bacitracin A. However, the cysteine residue in the latter thiazoline peptide ester was found to be easily racemized under the basic condition.This publication has 8 references indexed in Scilit:
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