(R)-3-(2-Cyclopropyl-5-nitro-pyrimidin-4-ylamino)-3-phenyl-propionic acid ethyl ester → (R)-3-(5-Amino-2-cyclopropyl-pyrimidin-4-ylamino)-3-phenyl-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:26])[CH2:5][C@@H:6]([NH:13][C:14]1[C:19]([N+:20]([O-])=O)=[CH:18][N:17]=[C:16]([CH:23]2[CH2:25][CH2:24]2)[N:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:26])[CH2:5][C@@H:6]([NH:13][C:14]1[C:19]([NH2:20])=[CH:18][N:17]=[C:16]([CH:23]2[CH2:24][CH2:25]2)[N:15]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
(R)-3-(2-cyclopropyl-5-nitro-pyrimidine-4-ylamino)-3-phenyl-propionic acid ethyl ester (1.42 g, 4 mmol) was dissolved in ethyl acetate (30 ml). To the solution Pd/C (200 mg) was added and the mixture was stirred under hydrogen at 1 atm for 1 hour. The reaction mixture was filtered and evaporated to dryness to give oil. The residue was used as such for the next step.