Efficient synthesis of 1,3,7-substituted xanthines by a safety-catch protection strategy

被引：19

作者：

Allwood, Matthew B. ^{[2
]}

Cannan, Boorna ^{[1
]}

van Aalten, Daan M. F. ^{[2
]}

Eggleston, Ian M. ^{[1
]}

机构：

[1] Univ Bath, Dept Pharm & Pharmacol, Wolfson Lab Med Chem, Bath BA2 7AY, Avon, England

[2] Univ Dundee, Coll Life Sci, Div Biol Chem & Drug Discovery, Dundee DD1 5EH, Scotland

来源：

TETRAHEDRON | 2007年 / 63卷 / 50期

关键词：

D O I：

10.1016/j.tet.2007.09.067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of selectively N-substituted xanthine derivatives is described. Cyclocondensation of a suitably protected ammoimidazole with methyl-2-phenylthioethyl carbamate, followed by oxidation of sulfur to the sulfone, provides access to an orthogonally 1,7-protected xanthine, which may then be regioselectively alkylated and deprotected under mild conditions. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：12294 / 12302

页数：9

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