반응 #579244

ord-39663e4aabad4d5899d2c50bb9807196

반응 방정식

N[C@H](CO)C(=O)O
D-serine
Cc1ccccc1C(=O)OCCOC(=O)ON1C(=O)CCC1=O
(2,5-dioxoazolidinyloxycarbonyloxy)ethyl 2-methylbenzoate
Cc1ccccc1C(=O)OCCOC(=O)N[C@H](CO)C(=O)O
title compound ( 25 )
수율 33.0%
Cc1ccccc1C(=O)OCCOC(=O)N[C@H](CO)C(=O)O
(2R)-3-Hydroxy-2-{[(2-methylphenylcarbonyloxy)ethoxy]carbonylamino}propanoic Acid
수율 33.0%

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 (252 mg, 2.4 mmol) and (2,5-dioxoazolidinyloxycarbonyloxy)ethyl 2-methylbenzoate (642 mg, 2.0 mmol) were reacted to provide 203 mg (33% yield) of the title compound (25) as a white powder after work-up and mass-guided preparative HPLC purification. 1H NMR (CDCl3, 400 MHz): δ=7.85 (br d, 1H), 7.39 (m, 1H), 7.20 (m, 2H), 7.01 (m, 1H), 6.61 (br s, 1H), 6.08 (t, 1H), 4.40 (m, 1H), 4.02 (m, 1H), 3.94 (m, 1H), 2.58 (s, 3H), 1.58 (2d, 3H). MS (ESI) m/z 312.01 (M+H)+; 329.08 (M+NH4)+; 334.06 (M+Na)+.

출처

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