- 2 Removal Of Anomeric Acetate 2 2 3 3 4 6 6 Hepta O Acetyl B D Lactose 2 Oac Aco Oac Aco Oacaco Oac C28h38019 678 1 (115.49 KiB) Viewed 12 times
b) Write the reaction formula for this experiment
c) Give a full detailed mechanism (including curly arrows, by products, etc) for this experiment
2. Removal of anomeric acetate 2,2,3,3'4',6,6'-Hepta-O-acetyl-B-D-lactose (2) OAC ACO OAC ACO OACACO- OAC C28H38019 678.5899 BnNH₂ THF n (mmol) OAC OAC No. Lo OACACO. ACO AcO- OAC Compound MW (g/mol) eq m (g) d (g/ml) 678.59 1 3.4 Sugar Benzylamine 107.15 1.3 0.983 0.89 72.11 THE Apparatus: 100 ml round bottom flask, N₂ atmosprere Reaction temperature: RT Reaction time: TLC: EtOAc/Tol 1:1 Reaction molarity: 0.1 M Sugar is dissolved in dry THF and benzylamine is added. The reaction mixture is stirred at RT for 1 h. When TLC shows complete consumption of starting material (note reaction time), the solvent is directly evaporated and the residue is dissolved in DCM (100 ml), washed with 1 M HCl (100 ml) and water (100 ml) successively. The org. layer is dried over MgSO4, filtered and concentrated to give crude product. NOH OAC C26H36018 636.5532 V (ml)