MOLECULAR MODELING AND SYNTHESIS OF BOC-ALA-GLY-OET BY ACTIVE ESTERS WITH TERPENIC HYDROXYIMIDES

Citation
Sw. Markowicz et J. Karolakwojciechowska, MOLECULAR MODELING AND SYNTHESIS OF BOC-ALA-GLY-OET BY ACTIVE ESTERS WITH TERPENIC HYDROXYIMIDES, Polish Journal of Chemistry, 68(10), 1994, pp. 1973-1981
Citations number
19
Categorie Soggetti
Chemistry
Journal title
ISSN journal
01375083
Volume
68
Issue
10
Year of publication
1994
Pages
1973 - 1981
Database
ISI
SICI code
0137-5083(1994)68:10<1973:MMASOB>2.0.ZU;2-D
Abstract
''Active esters'' of Boc-D-alanine and terpenic derivatives of the suc cinic acid N-hydroxyimide (2 and 3) react with the Gly-OExHCl in the p resence of the Et3N yielding optically pure D-dipeptides. As it was de termined experimentally and also supported by molecular modelling and energy calculations, the role of terpenic part involves epimerization of the potentially racemizing part of the substrate to desirable direc tion.