반응 #579243

ord-29dc4e99da5c4091b13a63941cdaa154

반응 방정식

N[C@H](CO)C(=O)O
D-serine
CC(C)(C)C(=O)OCCOC(=O)ON1C(=O)CCC1=O
(2,5-dioxoazolidinyloxycarbonyloxy)ethyl 2,2-dimethylpropanoate
CC(C)(C)C(=O)OCCOC(=O)N[C@H](CO)C(=O)O
title compound ( 24 )
수율 28.0%
CC(C)(C)C(=O)OCCOC(=O)N[C@H](CO)C(=O)O
(2R)-2-{[(2,2-Dimethylpropanoyloxy)ethoxy]carbonylamino}-3-hydroxypropanoic Acid
수율 28.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타were reacted

실험 절차

Following the general procedure for the synthesis of acyloxyalkyl carbamates, D-serine (504 mg, 4.8 mmol) and (2,5-dioxoazolidinyloxycarbonyloxy)ethyl 2,2-dimethylpropanoate (1.1 g, 4.0 mmol) were reacted to provide 305 mg (28% yield) of the title compound (24) as a white powder after work-up and mass-guided preparative HPLC purification. 1H NMR (CDCl3, 400 MHz): δ=6.78 (m, 1H), 6.40 (br s, 1H), 6.11 (t, 1H), 4.41 (m, 1H), 4.04 (m, 1H), 3.93 (m, 1H), 1.44 (2d, 3H), 1.20 (s, 9H). MS (ESI) m/z 278.05 (M+H)+; 295.06 (M+NH4)+; 300.04 (M+Na)+; 276.04 (M−H)−.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07531572B2uspto-grants-2009_05