Cornforth reagent → HCID 70976192, compound
Reaction equation
[OH:1][C@@H:2]1[CH2:22][N:5]2[C:6](=[O:21])[N:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:11][CH:10]=3)[CH2:8][CH:4]2[CH2:3]1.C1C=C[NH+]=CC=1.C1C=C[NH+]=CC=1.[O-][Cr](O[Cr]([O-])(=O)=O)(=O)=O>C(Cl)Cl>[F:20][C:17]([F:18])([F:19])[CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([N:7]2[CH2:8][C@@H:4]3[CH2:3][C:2](=[O:1])[CH2:22][N:5]3[C:6]2=[O:21])=[CH:10][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To the solution of (S)-6-Hydroxy-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one (1 g, 3.16 mmol) in dry DCM (20 mL) was added PDC (3.6 g, 9.48 mmol) portion wise under cooling. The reaction mixture was stirred at room temperature for 13 h. Then reaction mixture was filtered and washed with methanol, the filtrate was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (elution with 30% ethyl acetate in hexane) to yield 500 mg (50%) of the title compound as white solid. LC-MS: 315.4 [M+1]+.