Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
The Trifluoroacetate Method of Peptide Synthesis. I. The Synthesis and Use of Trifluoroacetate Reagents
Shumpei SakakibaraNoriyoshi Inukai
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1965 Volume 38 Issue 11 Pages 1979-1984


The trifluoroacetates of various phenol, thiophenol and N-hydroxyimide derivatives, which are known as hydroxylic partners of various active carboxylic acid ester, have been synthesized, and it has been found that they are good reagents for the preparation of the respective active esters of acylamino acids by the ester-exchange reaction in pyridine. The new method is especially effective in the preparation of p-nitrophenyl, 2,4,5-trichlorophenyl and N-hydroxysuccinimide esters of acylamino acids, which are well known to be useful intermediates for peptide synthesis. The direct syntheses of peptides using these reagents, without the isolation of the intermediates, have been studied, and the new procedure has been found to be wise elongation of peptides.

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