反应详情

To a solution of (E)-3-({1-[3-ethoxycarbonyl]propyl]-1H-tetrazol-5-yl}methylidene)-1-(triphenylmethyl)piperidin-4-ol (715.6 mg) in N,N-dimethylformamide (10 ml) were added thioacetic acid (950 μl) and N,N-dimethylformamide dineopentyl acetal (3.7 ml). The resulting mixture was stirred at room temperature for one hour. Then, thioacetic acid (950 μl) and N,N-dimethylformamide dineopentyl acetal (3.7 ml) were added further, and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was partitioned between ethyl acetate and water. The organic layer partitioned was washed with water and saturated aqueous sodium chloride successively, and dried over anhydrous sodium sulfate. The solvent was removed in vacuo, and the residue was purified by chromatography on silica gel using a mixture of ethyl acetate and hexane (1:9 to 3:7) as the eluent to afford crude (E)-4-(acetylsulfanyl)-3-({1-[3-ethoxycarbonyl]propyl]-1H-tetrazol-5-yl}methylidene)-1-(triphenylmethyl)piperidine (419 mg) as a yellow oil.

1. stirringthe reaction mixture was stirred at room temperature for 30 minutes
2. customThe reaction mixture was partitioned between ethyl acetate and water
3. customThe organic layer partitioned
4. washwas washed with water and saturated aqueous sodium chloride successively
5. dry with materialdried over anhydrous sodium sulfate
6. customThe solvent was removed in vacuo
7. customthe residue was purified by chromatography on silica gel using
8. additiona mixture of ethyl acetate and hexane (1:9 to 3:7) as the eluent