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.

引用

页码：2159 / 2162

页数：4