Study of the effect of the nature of the side chain in esters of α-amino acids on the diastereoselectivity of condensation with 5 (4H)-oxazolone in the synthesis of …

…, EA Zhdanova, NZ Solieva, LS Sadretdinova…

Index: Krasnov; Zhdanova; Solieva; Sadretdinova; Bukrina; Demin; Levit; Ezhikova; Kodess Russian Chemical Bulletin, 2004 , vol. 53, # 6 p. 1331 - 1334

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Citation Number: 4

Abstract

Abstract Conditions for fast racemization of 5 (4 H)-oxazolones prepared from N- acylphenylalanine were found. Reactions of 4-benzyl-2-methyl-5 (4 H)-oxazolone with amino acid esters proceed diastereoselectively to give predominantly dipeptides comprising R-phenylalanine. The diastereoselectivity increases with complication of the structure of the side chain in the amino acid esters.

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