(2S)-3-(4-benzyloxy-2-trifluoromethyl-phenyl)-2-ethoxy-propionic acid methyl ester → (2S)-2-ethoxy-3-(4-hydroxy-2-trifluoromethyl-phenyl)-propionic acid methyl ester

HRID 1064952Notes

Reaction equation

HRID 1064952 reaction equation
[CH3:1][O:2][C:3](=[O:27])[C@@H:4]([O:24][CH2:25][CH3:26])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]CC2C=CC=CC=2)=[CH:8][C:7]=1[C:20]([F:23])([F:22])[F:21]>[Pd]>[CH3:1][O:2][C:3](=[O:27])[C@@H:4]([O:24][CH2:25][CH3:26])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]=1[C:20]([F:23])([F:21])[F:22]

Participants

3

Reactant 1

HCID 69282329(2S)-3-(4-benzyloxy-2-trifluoromethyl-phenyl)-2-ethoxy-propionic acid methyl ester

Product 1

HCID 69280496(2S)-2-ethoxy-3-(4-hydroxy-2-trifluoromethyl-phenyl)-propionic acid methyl ester

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In analogy to the procedure described in example 1 d], (2S)-3-(4-benzyloxy-2-trifluoromethyl-phenyl)-2-ethoxy-propionic acid methyl ester was hydrogenated over 10% palladium on charcoal to give (2S)-2-ethoxy-3-(4-hydroxy-2-trifluoromethyl-phenyl)-propionic acid methyl ester as yellow solid.

Workup

  1. customdescribed in example 1 d

Sources & evidence

ORD record
ord-b150c21290ff4ea8bcd45e529212587e
Source dataset
uspto-grants-2005_11
Patent number
US06969725B2

Reaction notes

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