Potassium Carbonate → HCID 67054613, compound

Reaction equation

[C:1]([O:5][C:6]([N:8]1[C:12]([CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:30][CH:29]=2)([CH2:13][O:14]C(=O)C2C=CC=CC=2[N+]([O-])=O)[CH2:11][O:10][C:9]1([CH3:43])[CH3:42])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+]>CO.C1COCC1>[C:1]([O:5][C:6]([N:8]1[C:12]([CH2:26][CH2:27][C:28]2[CH:29]=[CH:30][C:31]([O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:32][CH:33]=2)([CH2:13][OH:14])[CH2:11][O:10][C:9]1([CH3:43])[CH3:42])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Procedure

To a solution of 4-[2-(4-benzyloxy-phenyl)-ethyl]-2,2-dimethyl-4-(2-nitro-benzoyloxymethyl)-oxazolidine-3-carboxylic acid tert-butyl ester (80 mg, 0.13 mmol) in methanol (1 ml) and THF (1 ml) is added K2CO3 (1.5 mg, 0.076 eq), the reaction mixture is stirred overnight at room temperature. The reaction mixture is concentrated to dryness and 4-[2-(4-benzyloxy-phenyl)-ethyl]-4-hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (51 mg, 85%) is isolated as a white solid after flash chromatography (Ethyl acetate/Hexane (1/4)).