(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone → {5-[4-Bromo-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-phenoxy]-2-trifluoromethyl-phenyl}-acetic acid ethyl ester

HRID 885341Notes

Reaction equation

HRID 885341 reaction equation
[CH2:1]([O:3][C:4](=[O:26])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH2:20]Br)[CH:9]=[CH:8][C:7]=1[C:22]([F:25])([F:24])[F:23])[CH3:2].[CH3:27][C@@H:28]1[C@H:32]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[O:31][C:30](=[O:39])[NH:29]1>>[CH2:1]([O:3][C:4](=[O:26])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH2:20][N:29]2[C@H:28]([CH3:27])[C@H:32]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[O:31][C:30]2=[O:39])[CH:9]=[CH:8][C:7]=1[C:22]([F:23])([F:25])[F:24])[CH3:2]

Participants

3

Reactant 2

HCID 2733812(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinoneHCID 67105528[5-(4-Bromo-2-bromomethyl-phenoxy)-2-trifluoromethyl-phenyl]-acetic acid ethyl ester

Product 1

HCID 67105658{5-[4-Bromo-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-phenoxy]-2-trifluoromethyl-phenyl}-acetic acid ethyl ester

Procedure

Prepared according to the procedure described in Example 24, Step 7, using the following starting materials: [5-(4-bromo-2-bromomethyl-phenoxy)-2-trifluoromethyl-phenyl]-acetic acid ethyl ester and (4R,5S)-4-methyl-5-phenyl-2-oxazolidinone.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-239cc66aedb749b381c0167f85053b0a
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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