ID | 51555 |
FullText URL | |
Author |
Tsukui, Hiroyuki
Igi, Naomi
Noguchi, Ayashi
Kawamoto, Heizan
Yamamoto, Hiroshi
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Abstract | 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.
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Published Date | 2007-04-13
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Publication Title |
Heterocycles
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Volume | volume72
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Issue | issue1
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Start Page | 411
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End Page | 420
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ISSN | 0385-5414
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Content Type |
Journal Article
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Official Url | http://www.heterocycles.jp/newlibrary/libraries/abst/02220
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language |
English
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Copyright Holders | © The Japan Institute of Heterocyclic Chemistry
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File Version | author
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Refereed |
True
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DOI | |
Web of Science KeyUT |