Solid phase decarbamoylation of monoalkylureas and N-carbamoylpeptides using gaseous NOx:: A new easy deprotection reaction with minimum waste

被引：14

作者：

Collet, H ^{[1
]}

Boiteau, L ^{[1
]}

Taillades, J ^{[1
]}

Commeyras, A ^{[1
]}

机构：

[1] Univ Montpellier 2, UPRESA 5073, Org Mol Evolut & Mat Fluores, F-34095 Montpellier, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(99)00326-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treating solid monoalkylureas (including N-carbamoylpeptides) when hydrated by ca. 1 eq. water, by gaseous NOx (nitrogen peroxide or a mixture of nitric oxide and oxygen) in stoichiometric excess, deprotects quantitatively the amino function at room temperature in less than 30 minutes. The reaction was exemplified for the N-carbamoyl-Leucine-Glycine dipeptide and N-benzylurea, and turns out to be a promising method for removing an N-carbamoyl group from various monosubstituted ureas, with no waste other than nitrogen and carbon dioxide. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：3355 / 3358

页数：4

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