405271-20-7 → 325793-74-6

HRID 411878Notes

Reaction equation

HRID 411878 reaction equation
[CH2:1]([O:3][C@@H:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16]CC2C=CC=CC=2)=[CH:12][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[CH3:2]>CO.[C].[Pd]>[CH2:1]([O:3][C@@H:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[CH3:2]

Participants

4

Reactant 1

HCID 12087759405271-20-72×

Product 1

HCID 10176889325793-74-6Yield 96%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of (S)-methyl 2-ethoxy-3-(4-benzyloxyphenyl)propanoate of the formula (9c) (56 g) in aqueous methanol (300 ml) and slurry of 5% palladium carbon (6 g in 60 ml water) was taken in hydrogenation flask and hydrogenated on Parr shake flask at 60 psi pressure for 6-8 h at room temperature. Completion of the reaction was monitored by TLC. After completion of the reaction, the catalyst was filtered and the filtrate was evaporated to yield tile compound of the formula (1) (39 g, 96%).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-ef117fd157c348dda8a35db025a03fec
Source dataset
uspto-grants-2003_05
Patent number
US06559335B2

Reaction notes

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