SYNTHESIS OF D-BIOTIN CHIRAL INTERMEDIATES VIA A BIOCHEMICAL METHOD

Authors
YAMANO T TOKUYAMA S AOKI I NISHIGUCHI Y NAKAHAMA K TAKANOHASHI K
Citation
T. Yamano et al., SYNTHESIS OF D-BIOTIN CHIRAL INTERMEDIATES VIA A BIOCHEMICAL METHOD, Bulletin of the Chemical Society of Japan, 66(5), 1993, pp. 1456-1460
Citations number
15
Categorie Soggetti
Chemistry
Journal title
Bulletin of the Chemical Society of Japan → ACNP
ISSN journal
00092673
Volume
66
Issue
5
Year of publication
1993
Pages
1456 - 1460
Database
ISI
SICI code
0009-2673(1993)66:5<1456:SODCIV>2.0.ZU;2-J
Abstract
The enzyme-catalyzed kinetic resolution of 6,6a-tetrahydro-1H-thieno[3 ,4-d]imidazol-2(3H)-one [(RS)-(3a)] was examined. Lipase B from Pseudo monas fragi and rabbit liver esterase gave ahydro-4-hydroxy-1H-thieno[ 3,4-Aimidazol-2(3H)-one [(R)-(2)], while Streptomyces rochei var. volu bilis gave the alcohol (S)-(2), which is a key intermediate in the syn thesis of d-biotin, with high enantioselectivity.