N-(tert-butoxycarbonyl)-O-(2-nitrobiphenyl-3-yl)-L-serine → O-(2-aminobiphenyl-3-yl)-N-(tert-butoxycarbonyl)-L-serine
Reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:27]([OH:29])=[O:28])[CH2:10][O:11][C:12]1[C:13]([N+:24]([O-])=O)=[C:14]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:15]=[CH:16][CH:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[NH2:24][C:13]1[C:12]([O:11][CH2:10][C@@H:9]([C:27]([OH:29])=[O:28])[NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[CH:17][CH:16]=[CH:15][C:14]=1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
In an autoclave containing 280 mg of 41 (0.696 mmol), 30 mg of Pd/C (10%) and 18 mL of MeOH, hydrogenation is performed at 2 bar for 10 h at 20° C. After filtration of the catalyst on celite, the solvent is evaporated and 260 mg of expected product 42 are obtained, which product is used directly for the next step.