[C:1]([NH:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[N:24]=[N+]=[N-])(=[O:3])[CH3:2].[H][H]>C(O)C.[Pt]=O>[C:1]([NH:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[NH2:24])(=[O:3])[CH3:2]Platinum oxide d (2.6 g) is added to a solution of 2.6 g of the azide in 150 ml of absolute ethanol, and the suspension is shaken with hydrogen gas for 1.5 hours at atmospheric pressure and room temperature. After the suspension is filtered three times on a celite column, the filtrate is evaporated to dryness. Recrystallization from CH2Cl2 -Et2O yields 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl amine.
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