C(OC([NH:11][C@H:12]([C:14]([N:16]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][C@H:17]1[C:25]([OH:27])=[O:26])=[O:15])[CH3:13])=O)C1C=CC=CC=1>CO.[Pd]>[NH2:11][C@H:12]([C:14]([N:16]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][C@H:17]1[C:25]([OH:27])=[O:26])=[O:15])[CH3:13]Dissolve 1.70 g of 1-[N-Benzyloxycarbonyl-(S)-alanyl]octahydroindole-2(S)-carboxylic acid in 100 ml of methanol. Add 0.40 g 10% palladium-on-charcoal and hydrogenate the mixture at atmospheric pressure. Filter the mixture and concentrate in vacuo to give 1-[(S)-alanyl ]octahydroindole-2(S)-carboxylic acid, a white solid [α]D26 -18.5° (ethanol), m.p. 163°-165°.
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