A new route for preparation of 2-deoxy-D-ribofuranose phospho sugar

被引：3

作者：

Hanaya, Tadashi ^{[1
]}

Tsukui, Hiroyuki ^{[1
]}

Igi, Naomi ^{[1
]}

Noguchi, Ayashi ^{[1
]}

Kawamoto, Heizan ^{[1
]}

Yamamoto, Hiroshi ^{[1
]}

机构：

[1] Okayama Univ, Fac Sci, Dept Chem, Okayama 7008530, Japan

来源：

HETEROCYCLES | 2007年 / 72卷

关键词：

HEMIACETAL RING; DEOXYGENATION; SULFUR;

D O I：

10.3987/COM-06-S(K)28

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition reaction of dimethyl phosphonate to (2R,4S)-4-(tertbutyldimethylsilyl)oxymethyl-2-methyl-1,3-dioxan-5-one (11a), followed by dehydroxylation, provided 1-O-(tert-butyldimethylsilyl)-3-deoxy-3-dimethoxyphosphinoyl-2,4-O-ethylidene-D-erythritol (13a). Elongation of carbon skeleton of the D-erythrose (14) derived from 13a and then acidic methanolysis gave a mixture of methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-alpha,beta-D-erythropentopyranosides (7), which was led to 2-deoxy-D-ribofuranose phospho sugar (4) in an appreciably improved total yield compared with the procedures via previously reported route.

引用

页码：411 / 420

页数：10

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