Bulletin of the Chemical Society of Japan

The steric hindrance of the stepwise reaction of N-carboxy. ALPHA.-amino acid anhydride with the. ALPHA.-amino acid ester.

M Oya, T Takahashi

Index: Oya, Masanao; Takahashi, Tomoko Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 9 p. 2705 - 2707

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Citation Number: 7

Abstract

The mechanisms of the reactions of 4-alkyloxazolidinediones (1)(N-carboxy α-amino acid anhydrides (NCAs)) with α-amino acid benzyl ester p-toluenesulfonates (2) were investigated in acetonitrile containing triethylamine at low and room temperatures. Two types of reactions were observed:(1) the polymerization of NCAs was initiated with a small amount of 2 to produce polypeptides (6), and (2) the dipeptide benzyl esters (4) were ...

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