Reacción #742290

Ecuación de reacción

water

tert-butyl[(1S)-2-hydroxy-1-methylethyl]carbamate

pivaloyl chloride

Et3N

→

(2S)-2-[(tert-butoxycarbonyl)-amino]-propyl pivalate

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe organic phase was separated
2. 2
   Lavadowashed with 10% aqueous citric acid
3. 3
   OtroThe residue was purified by column chromatography on silica gel eluting with 92:8 PE/EtOAc

Procedimiento

To a solution of the commercially available tert-butyl[(1S)-2-hydroxy-1-methylethyl]carbamate (1.0 eq.) in DCM (0.19M), pivaloyl chloride (1.1 eq.) and Et3N (1.1 eq.) were added. The reaction mixture was stirred at RT for 48 h, then water was added and the organic phase was separated and washed with 10% aqueous citric acid. The residue was purified by column chromatography on silica gel eluting with 92:8 PE/EtOAc.

Fuente