반응 #742290

ord-922cb2edb72b4d0c9d9b8d6913ed98cd

반응 방정식

O
water
C[C@@H](CO)NC(=O)OC(C)(C)C
tert-butyl[(1S)-2-hydroxy-1-methylethyl]carbamate
CC(C)(C)C(=O)Cl
pivaloyl chloride
CCN(CC)CC
Et3N
C[C@@H](COC(=O)C(C)(C)C)NC(=O)OC(C)(C)C
(2S)-2-[(tert-butoxycarbonyl)-amino]-propyl pivalate

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08071568B2uspto-grants-2011_12