Diphosgene → N-[(5S)-3-cyano-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide
反応式
ClC(OC(Cl)(Cl)Cl)=O.[C:9]([C:12]1[CH:13]=[CH:14][C:15]2[C:21]3[C:22]([O:30][CH3:31])=[C:23]([O:28][CH3:29])[C:24]([O:26][CH3:27])=[CH:25][C:20]=3[CH2:19][CH2:18][C@H:17]([NH:32][C:33](=[O:35])[CH3:34])[C:16]=2[CH:36]=1)(=O)[NH2:10].P(OC)(OC)(OC)=O>>[C:9]([C:12]1[CH:13]=[CH:14][C:15]2[C:21]3[C:22]([O:30][CH3:31])=[C:23]([O:28][CH3:29])[C:24]([O:26][CH3:27])=[CH:25][C:20]=3[CH2:19][CH2:18][C@H:17]([NH:32][C:33](=[O:35])[CH3:34])[C:16]=2[CH:36]=1)#[N:10]参加物
4
反応条件
- 温度
- 60 °C
実験手順
Trichloromethyl chloroformate (0.094 ml; 0.77 mmol) was added in portions at 0° C. to a solution of N-[(5S)-3-carbamoyl-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide (0.2 g; 0.484 mmol), (prepared as described for Example 29) and trimethyl phosphate (0.306 ml; 2.6 mmol). The mixture was allowed to warm up and then heated at 60° C. for 5 minutes. The reaction mixture was poured onto ice and stirred. The resulting precipitate was filtered, dried and purified by flash chromatography, eluting with dichloromethane/ethyl acetate (1/1) to give N-[(5S)-3-cyano-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide.