反应详情

Under an argon atmosphere, 2.0 g of sodium 3-aminobenzoate, 77 mg of 4-dimethylaminopyridine and 3.0 g of Molecular Sieves 3A were added to a solution of 3.0 g of (R)-(−)-1-tert-butylcarbonylmethyl-2-oxo-3-phenoxycarbonylamino-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine in 30 ml of anhydrous dimethylsulfoxide. The mixture was stirred at room temperature for 15 hours. After filtration of the reaction mixture, ice water and a 1N aqueous solution of sodium hydroxide were added to the filtrate. The mixture was extracted with ethyl acetate. The organic layer was washed successively with a 1N aqueous solution of sodium hydroxide, 1N hydrochloric acid and brine, dried over anhydrous sodium sulfate and evaporated under reduced pressure. To the residue was added a mixed solvent of ethanol and water (2:1). Crystals so precipitated were collected by filtration, whereby 2.32 g of the title compound was obtained.

1. filtrationAfter filtration of the reaction mixture, ice water
2. additiona 1N aqueous solution of sodium hydroxide were added to the filtrate
3. extractionThe mixture was extracted with ethyl acetate
4. washThe organic layer was washed successively with a 1N aqueous solution of sodium hydroxide, 1N hydrochloric acid and brine
5. dry with materialdried over anhydrous sodium sulfate
6. customevaporated under reduced pressure
7. additionTo the residue was added a mixed solvent of ethanol and water (2:1)
8. customCrystals so precipitated
9. filtrationwere collected by filtration