ID | 34215 |
FullText URL | |
Author |
Baba, Hiroki
Toyota, Hiroki
Yamamoto, Hiroshi
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Abstract | The key, versatile precursors N-2-(N,N-dimethylaminomethylene)-1'-O-(4-methoxybenzyl)-3-[2-(4-nitrophenyl)ethyl]biopterin (29a) and its ciliapterin analog (29b) were prepared, respectively, from D-xylose (in 14 steps) and L-xylose (in 11 steps). Treatment of 29a and 29b with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl bromide in the presence of silver triflate and tetramethylurea, followed by removal of the protecting groups, led to the first selective syntheses of limipterin (3) and tepidopterin (5), respectively.
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Keywords | pteridine
pterin glycoside
glycosylation
protecting group
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Published Date | 2008-02-25
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Publication Title |
Tetrahedron
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Volume | volume64
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Issue | issue9
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Publisher | Pergamon-Elsevier Science Ltd.
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Start Page | 2090
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End Page | 2100
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ISSN | 0040-4020
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NCID | AA00861787
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Content Type |
Journal Article
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Official Url | http://dx.doi.org/10.1016/j.tet.2007.12.042
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language |
English
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Copyright Holders | Copyright © 2007 Elsevier Ltd All rights reserved.
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File Version | author
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Refereed |
True
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DOI | |
Web of Science KeyUT | |
Submission Path | organic_chemistry/8
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