Lithium Hydroxide → (2R)-N-methanesulfonyl-(4-chlorophenyl)alanine
Reaction equation
C[O:2][C:3](=[O:18])[C@@H:4]([CH3:17])[N:5]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)[S:6]([CH3:9])(=[O:8])=[O:7].[Li+].[OH-]>O.CO>[CH3:9][S:6]([N:5]([C:10]1[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=1)[C@@H:4]([C:3]([OH:18])=[O:2])[CH3:17])(=[O:7])=[O:8]Participants
4
Procedure
To a solution of (2R)-N-methanesulfonyl-(4-chlorophenyl)alanine methylester, prepared in Step A, in water/methanol (5 mL, 1/1) was added portionwise LiOH (70.0 mg, 2.00 mmol). After being stirred at rt for 3 h, the reaction mixture was concentrated, and the residue was diluted with 1N HCl solution. The organic material was extracted with EtOAc, the extracts were concentrated in vacuo to give the title compound (179 mg, 94.3%).