HCID 67054613, compound → HCID 67054606, compound

HRID 490070Notes

Reaction equation

HRID 490070 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:12]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23]CC3C=CC=CC=3)=[CH:19][CH:18]=2)([CH2:13][OH:14])[CH2:11][O:10][C:9]1([CH3:32])[CH3:31])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO>[C:1]([O:5][C:6]([N:8]1[C:12]([CH2:13][OH:14])([CH2:15][CH2:16][C:17]2[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=2)[CH2:11][O:10][C:9]1([CH3:32])[CH3:31])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 67054613HCID 67054613, compound

Product 1

HCID 67054606HCID 67054606, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-[2-(4-benzyloxy-phenyl)-ethyl]-4-hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (25 mg, 0.05 mmol) in methanol (10 ml) is added a catalytic amount of paladium on charcoal (10% wt). The reaction mixture is stirred under H2 atmosphere at room temperature for 2 hours. 4-Hydroxymethyl-4-[2-(4-hydroxy-phenyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester is isolated as a white solid after filtration of the suspension through celite and concentration to dryness.

Sources & evidence

ORD record
ord-f358f6bd8b164b90bb0d1fc9a8708b9b
Source dataset
uspto-grants-2009_05
Patent number
US07528120B2

Reaction notes

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