STEREOSELECTIVE SYNTHESIS OF (24R AND 24S) 5-BETA-CHOLESTANE-3-ALPHA,7-ALPHA,12-ALPHA,24,25-PENTOLS AND (25R AND 25S) 5-BETA-CHOLESTANE 3-ALPHA,7-ALPHA,12-ALPHA,25,26-PENTOLS USING A MODIFIED OSMIUM-CATALYZED SHARPLESS ASYMMETRIC DIHYDROXYLATION PROCESS

被引：7
|
作者：
DAYAL, B
SALEN, G
PADIA, J
SHEFER, S
TINT, GS
WILLIAMS, TH
TOOME, V
SASSO, G
机构：
[1] UNIV MED & DENT NEW JERSEY,NEW JERSEY MED SCH,DEPT MED,NEWARK,NJ 07103
[2] HOFFMANN LA ROCHE INC,ROCHE RES CTR,NUTLEY,NJ 07110
来源：
CHEMISTRY AND PHYSICS OF LIPIDS | 1992年 / 61卷 / 03期
关键词：
BILE ALCOHOLS; ASYMMETRIC SYNTHESIS; LANTHANIDE-INDUCED CD; COTTON EFFECT; H-1-NMR AND C-13-NMR;
D O I：
10.1016/0009-3084(92)90107-Z
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Described herein are the stereoselective syntheses of the (24R, 24S) and (25R, 25S) isomers of 5-beta-cholestane-3-alpha,7-alpha,12-alpha,24,25-pentols and 5-beta-cholestane-3-alpha,7-alpha,12-alpha,25,26-pentols by using a modified osmium-catalyzed Sharpless asymmetric dihydroxylation process. Also presented herein are the results of lanthanide-induced CD Cotton effect measurements and H-1 and C-13-nuclear magnetic resonance studies of (24R, 24S) and (25R, 25S)-5-beta-cholestanepentols and their derivatives. These compounds were required to study the biosynthesis of cholic acid from cholesterol.
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页码：271 / 281
页数：11
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