Benzyl [(1S)-1-[(benzyloxy)methyl]-2-({(2S)-2,5-bis[(tert-butoxycarbonyl)amino]pentyl}amino)-2-oxoethyl]carbamate → tert-Butyl {(4S)-5-{[(2S)-2-amino-3-hydroxypropanoyl]amino}-4-[(tert-butoxycarbonyl)amino]pentyl}carbamate
反応式
C(OC(=O)[NH:10][C@@H:11]([CH2:36][O:37]CC1C=CC=CC=1)[C:12]([NH:14][CH2:15][C@@H:16]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:17][CH2:18][CH2:19][NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[O:13])C1C=CC=CC=1>C(O)C.[Pd]>[C:24]([O:23][C:21](=[O:22])[NH:20][CH2:19][CH2:18][CH2:17][C@H:16]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:15][NH:14][C:12](=[O:13])[C@@H:11]([NH2:10])[CH2:36][OH:37])([CH3:27])([CH3:26])[CH3:25]参加物
4
反応物 1
生成物 1
試薬・触媒・溶媒 2
実験手順
A solution of 128 mg (0.77 mmol) of benzyl[(1S)-1-[(benzyloxy)methyl]-2-({(2S)-2,5-bis[(tert-butoxycarbonyl)amino]pentyl}amino)-2-oxoethyl]carbamate (Example 127A) in 50 ml of ethanol is hydrogenated after the addition of 13 mg of palladium on activated carbon (10%) at RT under atmospheric pressure for 48 h. The mixture is filtered through kieselguhr and the residue is washed with ethanol. The filtrate is evaporated to dryness in vacuo. The product is purified by preparative RP-HPLC (mobile phase water/acetonitrile gradient: 90:10→5:95).