ENZYMATIC PREPARATION OF AN OPTICALLY-ACTIVE PRECURSOR OF THE CC-1065DUOCARMYCIN PHARMACOPHORE/

Authors
CHENEVERT R COURCHESNE G
Citation
R. Chenevert et G. Courchesne, ENZYMATIC PREPARATION OF AN OPTICALLY-ACTIVE PRECURSOR OF THE CC-1065DUOCARMYCIN PHARMACOPHORE/, Chemistry Letters, (1), 1997, pp. 11-12
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
1
Year of publication
1997
Pages
11 - 12
Database
ISI
SICI code
0366-7022(1997):1<11:EPOAOP>2.0.ZU;2-M
Abstract
Acetylation of 2-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol with vi nyl acetate in the presence of porcine pancreatic lipase gave the (R)- mono-acetate (ee = 92%). The (S)-mono-acetate was obtained via acetyla tion of the diol followed by transesterification in ethanol in the pre sence of the same enzyme. Incorporation of these optically active mono -acetates into the established synthetic routes provided access to bot h enantiomers of the common pharmacophore of CC-1065/duocarmycin.