反应详情

To a solution of (S)-4-(2-(2-(2-(tert-butoxycarbonyloxy)-5-(N-(cyclopropyl-methyl)methylsulfonamido)benzoyloxy)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (0.326 g, 0.385 mmol) in DCM (15 ml), HCl 4M in dioxane (1 ml, 4.00 mmol) was added, and the mixture was stirred at RT overnight. Additional HCl 4M in dioxane (1 ml, 4.00 mmol) was added, and the mixture was stirred at the same temperature for 3 days. The solvent was removed and the crude was triturated with MeOH. The solid was collected by filtration and washed with ethyl ether. A further trituration with EtOAc was required to afford (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(5-(N-(cyclopropylmethyl)-methylsulfonamido)-2-hydroxybenzoyloxy)acetoxy)ethyl)pyridine 1-oxide as a white solid (0.160 g, 0.215 mmol, 55.7% yield, MS/ESI+ 745.19 [MH]+, [αD]=−36.29, c=0.49, DCM).

1. stirringthe mixture was stirred at the same temperature for 3 days
2. customThe solvent was removed
3. customthe crude was triturated with MeOH
4. filtrationThe solid was collected by filtration
5. washwashed with ethyl ether