C[O:2][C:3](=[O:40])[C@H:4]([CH2:38][OH:39])[NH:5][C:6](=[O:37])[C@H:7]([CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)[NH:8][C:9](=[O:26])[C@H:10]([CH2:20][C:21]1[N:25]=[CH:24][NH:23][CH:22]=1)[NH:11][C:12](=[O:19])[C@@H:13]1[CH2:17][CH2:16][C:15](=[O:18])[NH:14]1.[OH-].[Na+].Cl>CO>[NH:14]1[C:15](=[O:18])[CH2:16][CH2:17][C@H:13]1[C:12]([NH:11][C@H:10]([C:9]([NH:8][C@H:7]([C:6]([NH:5][C@H:4]([C:3]([OH:40])=[O:2])[CH2:38][OH:39])=[O:37])[CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)=[O:26])[CH2:20][C:21]1[N:25]=[CH:24][NH:23][CH:22]=1)=[O:19]A solution of L-pyroglutamyl-L-histidyl-L-tryptophyl-L-serine methyl ester (VI) (0.553 g) in absolute methanol (50 ml) containing sodium hydroxide (40 mg) is stirred at room temperature for 2 hours. The reaction mixture is then neutralized to pH 7.5 with dilute hydrochloric acid and evaporated to dryness. The solid residue is triturated thoroughly in absolute methanol and filtered. The filtrate is evaporated to the tetrapeptide VII.
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