Title of article :
Selective conversion of O-succinimidyl carbamates to N-(O-carbamoyl)-succinmonoamides and ureas
Author/Authors :
Vasilevich، نويسنده , , Natalya I. and Sachinvala، نويسنده , , Navzer D. and Maskos، نويسنده , , Karol and Coy، نويسنده , , David H.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2002
Abstract :
N-Monoalkyl-O-succinimidyl carbamates reacted with primary and secondary amines to produce ureas. However, N,N-dialkyl-O-succinimidyl carbamates reacted with primary and secondary amines, via succinimide ring opening, to afford N-(O-carbamoyl)-succinmonoamide derivatives. This ring-opening trend was also true with hydroxy and alkoxy nucleophiles. Herein, general methods for the synthesis and NMR characterization of N-(O-carbamoyl)-succinmonoamides are reported.
Keywords :
Ureas , di-N-hydroxysuccinimidyl carbonate , O-succinimidyl carbamate , N-acyl-O-carbamoyl hydroxylamine derivatives , N-(O-carbamoyl)-succinmonoamides
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
