反应详情

To a mixture of cis4-(tert-butyldimethylsilyloxy)-N-benzyloxycarbonyl-D-proline (21.87 g), benzoin (12.25 g), and 4-dimethylaminopyridine (7.04 g) in CH2Cl2 (200 mL) was added 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (10.52 mL) at 5° C., and the mixture was stirred at room temperature for 20 hours. The reaction mixture was evaporated, and the residue was dissolved in EtOAc (250 mL), washed with 1N HCl (150 mL), water, saturated sodium hydrogen carbonate solution, water and brine, dried (MgSO4), and evaporated in vacuo. The residue was purified by silica gal column chromatography (hexane-EtOAc, 5:2 elution) to give cis4-(tert-butyldimethylsilyloxy)-N-benzyloxycarbonyl-D-proline 2-oxo-1,2-diphenylethyl ester (21.62 g).

1. customThe reaction mixture was evaporated
2. dissolutionthe residue was dissolved in EtOAc (250 mL)
3. washwashed with 1N HCl (150 mL), water, saturated sodium hydrogen carbonate solution, water and brine
4. dry with materialdried (MgSO4)
5. customevaporated in vacuo
6. customThe residue was purified by silica gal column chromatography (hexane-EtOAc, 5:2 elution)