Methyl benzyloxycarbonyl-l-tyrosyl-l-valyl-l-alaninate → Methyl l-tyrosyl-l-valyl-l-alaninate
Reaction equation
C(OC([NH:11][C@H:12]([C:21]([NH:23][C@H:24]([C:28]([NH:30][C@H:31]([C:33]([O:35][CH3:36])=[O:34])[CH3:32])=[O:29])[CH:25]([CH3:27])[CH3:26])=[O:22])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)=O)C1C=CC=CC=1>CN(C)C=O.[Pd]>[NH2:11][C@H:12]([C:21]([NH:23][C@H:24]([C:28]([NH:30][C@H:31]([C:33]([O:35][CH3:36])=[O:34])[CH3:32])=[O:29])[CH:25]([CH3:26])[CH3:27])=[O:22])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
2.99 g (6.0 mmol) of methyl benzyloxycarbonyl-L-tyrosyl-L-valyl-L-alaninate (Example 1, Step A2) are dissolved in 30 ml of dimethylformamide, 0.2 g of Pd/C catalyst is added, then the mixture is submitted to hydrogenation at about 20° C. The catalyst is filtered off and the filtrate is evaporated at a pressure of 2.0-2.5 kPa. The residue is rubbed with diethyl ether, filtered, washed with diethyl ether and dried in a vacuum desiccator.