[CH2:1]([C@@:8]1([O:45][C@H:44]([CH2:46][O:47][C:48]([C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)([C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)[C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[C@@H:39]([O:40][C:41](=[O:43])[CH3:42])[C@H:12]([O:13][CH2:14][C:15]([NH:17][C@H:18]([C:20]([NH:22][C@@H:23]([C:36](=[O:38])[NH2:37])[CH2:24][CH2:25][C:26]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:27])=[O:21])[CH3:19])=[O:16])[C@@:10]1([NH:67][C:68](=[O:70])[CH3:69])[OH:11])[OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C>[CH2:1]([C@@:8]1([O:45][C@H:44]([CH2:46][OH:47])[C@@H:39]([O:40][C:41](=[O:43])[CH3:42])[C@H:12]([O:13][CH2:14][C:15]([NH:17][C@H:18]([C:20]([NH:22][C@@H:23]([C:36](=[O:38])[NH2:37])[CH2:24][CH2:25][C:26]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:27])=[O:21])[CH3:19])=[O:16])[C@@:10]1([NH:67][C:68](=[O:70])[CH3:69])[OH:11])[OH:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:1]([C@@:8]1([O:45][C@H:44]([CH2:46][O:47][C:48]([C:61]2[CH:62]=[CH:63][CH:64]=[CH:65][CH:66]=2)([C:55]2[CH:56]=[CH:57][CH:58]=[CH:59][CH:60]=2)[C:49]2[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=2)[C@@H:39]([O:40][C:41](=[O:43])[CH3:42])[C@H:12]([O:13][CH2:14][C:15]([NH:17][C@H:18]([C:20]([NH:22][C@@H:23]([C:36](=[O:38])[NH2:37])[CH2:24][CH2:25][C:26]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:27])=[O:21])[CH3:19])=[O:16])[C@@:10]1([NH:67][C:68](=[O:70])[CH3:69])[OH:11])[OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1A mixture of 0.94 g of benzyl (benzyl 2-acetamido-4-O-acetyl-6-O-triphenylmethyl-α-D-glucopyranosid-3-O-yl)acetyl-L-alanyl-D-isoglutaminate (12C, n = 2, X1 = L-alanyl, R2 = CH3, R3 = --COCH3) and 10 ml of 70% acetic acid is heated at a 100° C until a clear solution is obtained (about 2 minutes) and heating is contained for a further 2 minutes. The solution is immediately cooled in an ice bath and the precipitate is removed by filtration. The filtrate is evaporated to dryness in vacuo, the residue is triturated with 25 ml ether and the resultant solid is collected by filtration, washed with ether and dried in vacuo giving benzyl (benzyl 2-acetamido-4-O-acetyl-α-D-glucopyranosid-3-O-yl)acetyl-L-alanyl-D-isoglutaminate (12C, n = 2, X1 = L-alanyl, R2 = CH3, R3 = COCH3).
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