Reaction #577252

ord-f358f6bd8b164b90bb0d1fc9a8708b9b

Reaction equation

CC(C)(C)OC(=O)N1C(CO)(CCc2ccc(OCc3ccccc3)cc2)COC1(C)C
4-[2-(4-benzyloxy-phenyl)-ethyl]-4-hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CC(C)(C)OC(=O)N1C(CO)(CCc2ccc(O)cc2)COC1(C)C
4-Hydroxymethyl-4-[2-(4-hydroxy-phenyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07528120B2uspto-grants-2009_05