Lithium Hydroxide → {5-[4-Bromo-2-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-phenoxy]-2-chloro-phenyl}-acetic acid

HRID 885292Notes

Reaction equation

HRID 885292 reaction equation
C([O:3][C:4](=[O:35])[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:21]2[C@@H:25]([CH3:26])[C@@H:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[O:23][C:22]2=[O:33])[CH:9]=[CH:8][C:7]=1[Cl:34])C.[OH-].[Li+]>O1CCOCC1>[Br:19][C:16]1[CH:17]=[CH:18][C:13]([O:12][C:10]2[CH:9]=[CH:8][C:7]([Cl:34])=[C:6]([CH2:5][C:4]([OH:35])=[O:3])[CH:11]=2)=[C:14]([CH2:20][N:21]2[C@@H:25]([CH3:26])[C@@H:24]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[O:23][C:22]2=[O:33])[CH:15]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 58237555HCID 58237555, compound

Product 1

HCID 44188253{5-[4-Bromo-2-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-phenoxy]-2-chloro-phenyl}-acetic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrolysis of {5-[4-bromo-2-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-phenoxy]-2-chloro-phenyl}-acetic acid ethyl ester (0.32 mmol) in 1,4-dioxane with aqueous lithium hydroxide, followed by purification by preparative HPLC, gave the desired product.

Workup

  1. customfollowed by purification by preparative HPLC

Sources & evidence

ORD record
ord-926481a6f65e46e5aeafcfd6b35f91f1
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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