N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE

Description

N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE is an useful component in Mitsunobu reactions for the direct preparation of protected amines from alcohols.

Uses

N-(tert-Butoxycarbonyl)-p-toluenesulfonamide may be used in the preparation of enyne amide, precursor for Pauson-Khand reaction.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 379, 1994 DOI: 10.1016/0040-4039(94)85058-5

General Description

N-(tert-Butoxycarbonyl)-p-toluenesulfonamide is a N-substituted sulphonamide and its reaction with N-trityl L-serine esters under Mitsunobu reaction conditions is reported. It can be directly coupled with primary, secondary and allylic alcohols under Mitsunobu conditions to afford various sulfonyl-protected amines.

storage

N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE can be stored for extended periods of time in an amber  bottle at rt.