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A Conventional New Procedure for N-Acylation of Unprotected Amino Acids

Authors :
Marumi Oishi
Kunihiro Sumoto
Fumiko Fujisaki
Source :
ChemInform. 38
Publication Year :
2007
Publisher :
Wiley, 2007.

Abstract

The preparation of amide derivatives (4) by N-acylation of unprotected alpha-amino acids is easily achieved via readily available benzotriazolyl carboxylates (2a-d) or succinimidyl carboxylates (2e-f). These intermediates (2) are prepared from reaction of carboxylic acids (1) with 1-hydroxybenzotriazole (HO-Bt) or N-hydroxysuccinimide (HO-Su) in the presence of equimolar amounts of 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (WSCI). The overall yields of the target compounds (4) were excellent, and this two-stage procedure could be applicable as an alternative procedure for one-pot reaction.

Details

ISSN :
15222667 and 09317597
Volume :
38
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi.dedup.....ace25f276dfc1455a0eaea64753a151d
Full Text :
https://doi.org/10.1002/chin.200727157