New and practical method for synthesis of 1-and 1,3-substituted xanthines

被引:15
作者
Zavialov, IA [1 ]
Dahanukar, VH [1 ]
Nguyen, H [1 ]
Orr, C [1 ]
Andrews, DR [1 ]
机构
[1] Schering Plough Res Inst, Dept Synthet Chem, Union, NJ 07083 USA
关键词
D O I
10.1021/ol049272n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and practical method for the synthesis of 1- and 1,3-substituted xanthines is reported. Direct base-promoted condensation of the imidazole precursor 1 with carbamates 2 gives 1-substituted 7-PMB xanthines 7 in good yields. Alkylation of these derivatives or their potassium salts proceeds under mild conditions to give functionalized 1,3-substituted 7-PMB xanthines 9 in good to excellent yields. The obtained 7-PMB-protected derivatives can be readily deprotected to give the parent 1- and 1,3-substituted xanthines.
引用
收藏
页码:2237 / 2240
页数:4
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