Bulletin of the Chemical Society of Japan

A proposal for using mild bases in the preparation of optically pure peptides

S Sakakibara, M Itoh

Index: Sakakibara; Ito Bulletin of the Chemical Society of Japan, 1967 , vol. 40, # 3 p. 656 - 661

Full Text: HTML

Citation Number: 24

Abstract

Base catalyzed racemization of N-carbobenzoxy-S-benzyl-L-cysteine p-nitrophenyl ester was studied with various tertiary amines; N, N-dialkylglycine esters and N-ethylmorpholine were found to induce less racemization than triethylamine. Furthermore, these mild bases were strong enough in many cases to liberate free amino acid or peptide esters from their salts. It was also confirmed that a mixture of an amino acid or peptide ester salt and such a ...