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ID 34215
フルテキストURL
著者
Hanaya, Tadashi Department of Chemistry, Faculty of Science, Okayama University
Baba, Hiroki Department of Chemistry, Faculty of Science, Okayama University
Toyota, Hiroki Department of Chemistry, Faculty of Science, Okayama University
Yamamoto, Hiroshi School of Pharmacy, Shujitsu University
抄録
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.
キーワード
pteridine
pterin glycoside
glycosylation
protecting group
発行日
2008-02-25
出版物タイトル
Tetrahedron
64巻
9号
出版者
Pergamon-Elsevier Science Ltd.
開始ページ
2090
終了ページ
2100
ISSN
0040-4020
NCID
AA00861787
資料タイプ
学術雑誌論文
オフィシャル URL
http://dx.doi.org/10.1016/j.tet.2007.12.042
言語
English
著作権者
Copyright © 2007 Elsevier Ltd All rights reserved.
論文のバージョン
author
査読
有り
DOI
Web of Science KeyUT
Submission Path
organic_chemistry/8