First synthesis of tepidopterin [2′-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-L-threo-biopterin]

被引：9
|
作者：
Hanaya, Tadashi [1 ]
Baba, Hiroki
Yamamoto, Hiroshi
机构：
[1] Okayama Univ, Fac Sci, Dept Chem, Okayama 7008530, Japan
[2] Shujitsu Univ, Sch Pharm, Okayama 7038516, Japan
来源：
CARBOHYDRATE RESEARCH | 2007年 / 342卷 / 15期
关键词：
pterin glycoside; pteridine; tepidopterin; glycosylation; L-threo-biopterin;
D O I：
10.1016/j.carres.2007.06.017
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
N(2)-(N,N-Dimethylaminomethylene)-1'-O-(4-methoxybenzyl)-3-[2-(4-nitrophenyl)ethyl]-L-threo-biopterin (14) was prepared from L-xylose in an 11-step-sequence. The first synthesis of tepidopterin (3) was achieved by treatment of 14 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. (C) 2007 Elsevier Ltd. All rights reserved.
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页码：2159 / 2162
页数：4
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