Facile synthesis of 5′-(N-acyl sulfonamide) derivatized nucleosides

被引:20
作者
Johnson, DC [1 ]
Widlanski, TS [1 ]
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
关键词
sulfonamides; sulfonimides; nucleosides; dehydration;
D O I
10.1016/S0040-4039(01)00558-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The acylation of several primary sulfonamides with N-6-benzoyl-2',3'-isopropylidene-5'-carboxylic acid-5 ' deoxyadenosine (1) is described. Literature methods for the construction of the N-acyl sulfonamide functionality proved ineffective for synthesizing 5'-N-acyl sulfonamide derivatives of I. The combination of DCC/DMAP provided the mild conditions necessary to effect coupling of the protected nucleoside acid with various primary sulfonamides in good to high yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3677 / 3679
页数:3
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