Reagent for synthesis of secondary amines by two consecutive N-alkylations and its application to orthogonally protected spermidine

被引：8

作者：

Grehn, L ^{[1
]}

Ragnarsson, U ^{[1
]}

机构：

[1] Uppsala Univ, Dept Biochem, Biomed Ctr, SE-75123 Uppsala, Sweden

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 18期

关键词：

D O I：

10.1021/jo020205l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel reagent, tert-butyl 2-naphthalenesulfonylcarbamate, has been designed to allow the stepwise synthesis of secondary aliphatic amines by two consecutive N-alkylations with intermediate Boc-cleavage and final desulfonylation under mild and experimentally convenient conditions. Its application was demonstrated to make an orthogonally protected spermidine derivative, suitable for further selective modification. Each individual step, including the final cleavage of 2-naphthalenesulfonyl to provide the secondary amine nitrogen, took place in high yield.

引用

页码：6557 / 6559

页数：3

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