ACETALATION OF D-GLUCITOL - 2,3-5,6-DI-O-ISOPROPYLIDENE-D-GLUCITOL

被引:17
作者
KUSZMANN, J
SOHAR, P
机构
[1] Institute for Drug Research, H-1325 Budapest 4
关键词
D O I
10.1016/S0008-6215(00)84775-8
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
The reaction of d-glucitol with acetone-zinc chloride gave a mixture of isopropylidene derivatives, from which the 2,3:5,6-diacetal (12) could be separated as its 1,4-dimesylate (13) or 1,4-ditosylate (14). The structure of 12 was proved by converting 14, via the 1-mono-iodide, into the known 1-deoxy-d-glucitol, and by mass-spectrometric investigation of the 1-deoxy-4-O-methyl diacetal. The terminally situated acetal group in 12 can be selectively hydrolyzed, and, on treatment with base, the 5,6-dihydroxy derivative obtained gives a d-galactitol 4,5-epoxide derivative. © 1979.
引用
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页码:187 / 197
页数:11
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