Synthesis of 6-deoxy-L-idose and L-acovenose from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

被引：14
|
作者：
Hung, SC [1 ]
Thopate, SR [1 ]
Puranik, R [1 ]
机构：
[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan
来源：
CARBOHYDRATE RESEARCH | 2001年 / 331卷 / 04期
关键词：
L-acovenose; 6-deoxy-L-idose; 6-deoxy-L-talose;
D O I：
10.1016/S0008-6215(01)00058-1
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：
A practical route toward the synthesis of 6-deoxy-L-idose and L-acovenose from 1,2:5,6-di-O -isopropylidene-alpha -D-glucofuranose is described. Key steps include the stereoselective hydrogenation of 6-deoxy-1,2:3,5-di-O-isopropylidene-alpha -D-xylo-hex-5-enofuranose, regioselective protection of 6-deoxy-1,2-O-isopropylidene-beta -L-idofuranose at O-5, and epimerisation of 6-deoxy-5-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-beta -L-idofuranose at C-3. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：369 / 374
页数：6
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