Development of methylthiomethyl (MTM) protection for N-1 of pyrrolo[2,3-d]pyrimidin-2,4-diones

被引：6

作者：

Edstrom, ED

Feng, XQ

Tumkevicius, S

机构：

[1] Dept. of Chemistry and Biochemistry, Utah State University, Logan

[2] Department of Organic Chemistry, University of Vilnius, Vilnius

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 06期

关键词：

D O I：

10.1016/0040-4039(95)02304-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This paper describes the application of the methylthiomethyl (MTM) protecting group for the N-1 position in differentially protected pyrrolo[2,3-d]pyrimidin-2,4-diones. By reaction of selected systems with SO2Cl2 at low temperature resulted in selective formation of N-1-chloromethyl derivatives. Subsequent heating in aqueous THF with silica gel afforded the deprotected compounds in good yield. Selectivity in the presence of N-3 methoxymethyl (MOM) and benzyloxymethyl (BOM), and N-7 p-nitrophenethyl protection was achieved.

引用

页码：759 / 762

页数：4

共 16 条

[1] A NEW SYNTHESIS OF CHLOROMETHYL BENZYL ETHERS [J].