[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:28]([OH:30])=[O:29])[CH2:3][CH2:4][C:5](=[O:27])[NH:6][C:7]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]1[CH:14]=[CH:13][C:11]([CH3:12])=[CH:10][CH:9]=1.O>CO.Cl.[Pd]>[NH2:1][C@H:2]([C:28]([OH:30])=[O:29])[CH2:3][CH2:4][C:5](=[O:27])[NH:6][C:7]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:8]1[CH:14]=[CH:13][C:11]([CH3:12])=[CH:10][CH:9]=1A suspension of 107.3 g Z-Gln(Mtt)OH (200 mM) in 800 ml methanol and 200 ml IN hydrochloric acid is hydrogenated at room temperature and normal pressure in the presence of 0.4 g palladium on carbon (10%) catalyst. On completion of the hydrogen uptake the catalyst is filtered off, washed with methanol and the filtrate, after addition of 27.9 ml triethylamine (200 mM) and 200 ml water, concentrated to a volume of about 600 ml. The formed crystalline precipitate is filtered off and washed with water until the washings are chloride-free. The obtained H-Gln(Mtt)OH contains 0.5-1 mole water and decomposes slowly above 231° C. Yield 85%.
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