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ID 44370
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Author
Torigoe, Kiyoshi
Soranaka, Kazuyuki
Fujita, Hiroshi
Yamamoto, Hiroshi
Pfleiderer, Wolfgang
Abstract
N(2)-(N,N-Dimethylaminomethylene)-3-[2-(4-nitrophenyl)ethyl]-1',2'-di-O (trimethylsilyl)biopterin (4) was prepared from biopterin (1a, 86% overall yield) in 5 steps. Glycosylation of 4 with 1,2,3,5-tetra-O-acetyl-β D-ribofuranose (5a) and its 2,3,5-tri-O-benzoyl analog (5b) respectively afforded the corresponding 2'-O-(2,3,5-tri-Oacetyl- and 2,3,5-tri-O-benzoyl-β-D ribofuranosyl)biopterin derivatives (6a, 42% and 6b, 60%) as major products. Removal of the protecting groups of 6b provided 2'-O-(β-D-ribofuranosyl)biopterin (1c, 87% overall yield) in 3 steps.
Keywords
biopterin D-riboside
pterin glycoside
glycosylation
protecting groups
Published Date
2008-09
Publication Title
Pteridines
Volume
volume19
Issue
issue3
Publisher
International Society of Pteridinology
Start Page
72
End Page
78
ISSN
0933-4807
Content Type
Journal Article
Official Url
http://www.pteridines.sk/center.php?act=V&volId=119
language
英語
Copyright Holders
Copyright © International Society of Pteridinology
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publisher
Refereed
True
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