A new protecting group and linker for uridine ureido nitrogen

被引：16

作者：

Wang, Yong ^{[1
]}

Kurosu, Michio ^{[1
]}

机构：

[1] Univ Tennessee, Hlth Sci Ctr, Coll Pharm, Memphis, TN 38163 USA

来源：

TETRAHEDRON | 2012年 / 68卷 / 24期

基金：

美国国家卫生研究院;

关键词：

Ureido nitrogen; Uridine; Monomethoxydiphenylmethoxylmethyl group; Polymer-bound linker;

D O I：

10.1016/j.tet.2012.03.121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(2,6-Dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl) methoxymethyl chloride [1, monomethoxydiphenylmethoxylmethyl chloroide (MDPM-Cl)] shows a significant relative stability and 1 reacts with uridine ureido nitrogen in the presence of DBU to form the corresponding protected uridine 8 in 95% yield. The MDPM-protected uridines are stable to a wide variety of conditions utilized for the synthesis of analogs of capuramycin and muraymycins. Significantly, the MDPM protecting group can conveniently be deprotected by using 30% TFA in CH2Cl2. In addition, polymer-bound MDPM-Cl 23 is useful for immobilization of uridine derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：4797 / 4804

页数：8

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