Hydrazine, acetate (1:1) → HCID 10641435, Verbindung
Reaktionsgleichung
C([O:4][C@H:5]1[O:22][C@H:21]([CH2:23][O:24][C:25](=[O:27])[CH3:26])[C@@H:16]([O:17][C:18](=[O:20])[CH3:19])[C@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:6]1[O:7][C:8](=[O:10])[CH3:9])(=O)C.C(O)(=O)C.NN>CN(C)C=O>[C:8]([O:7][C@@H:6]1[C@@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:16]([O:17][C:18](=[O:20])[CH3:19])[C@@H:21]([CH2:23][O:24][C:25](=[O:27])[CH3:26])[O:22][C@@H:5]1[OH:4])(=[O:10])[CH3:9]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
10 g (25.6 mmoles) of α-D-glucose pentaacetate and 2 g (21.7 mmoles) of hydrazine acetate in N,N-dimethylformamide were together stirred at 50° C. for 45 minutes. The reaction solution was extracted with ethyl acetate, and washed with a saturated aqueous sodium chloride solution. After working up in a conventional manner, purification by silica gel column chromatography (eluent; ether: n-hexane =2:1 to 3:1) gave 5.45 g of 2,3,4,6-tetra-O-acetyl-α-D-glucose.