Ethyl Bromide → Diethyl (R)-(2-(4-benzyl-2-oxooxazolidin-3-yl)-2-oxoethyl)phosphonate

HRID 736920노트

반응식

HRID 736920 반응식
[CH2:1]([C@@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:17])[CH2:15]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]([O:20][P:21]([O:25]CC)[O:22][CH2:23][CH3:24])[CH3:19].C(Br)C>>[CH2:18]([O:20][P:21]([CH2:15][C:14]([N:9]1[C@H:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:12][O:11][C:10]1=[O:13])=[O:17])(=[O:25])[O:22][CH2:23][CH3:24])[CH3:19]

참가 물질

4

반응물 3

HCID 6332Ethyl BromideHCID 31215Triethyl phosphiteHCID 118086442-Oxazolidinone, 3-(bromoacetyl)-4-(phenylmethyl)-, (4R)-

생성물 1

HCID 11187374Diethyl (R)-(2-(4-benzyl-2-oxooxazolidin-3-yl)-2-oxoethyl)phosphonate

실험 절차

A solution of 168.0 g (0.56 mol) (R)-4-benzyl-3-(2-bromo-acetyl)-oxazolidin-2-one and 188.6 mL (1.1 mol) of triethylphosphite was stirred for 1.5 h at 60° C., while the ethylbromide formed was distilled off. The reaction mixture was concentrated by evaporation i. vac. and the residue remaining was purified by chromatography on silica gel. The desired product was obtained in the form of a yellowish-brown oil.

후처리

  1. customformed
  2. distillationwas distilled off
  3. concentrationThe reaction mixture was concentrated by evaporation i
  4. customand the residue remaining was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-79ad2354fe634f50857badcb6b35f6fa
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595312B2

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