反应详情

N-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-1-methyl-ethyl]-2-(3-ethynyl-quinolin-6-yloxy)-2-methylsulfanyl-acetamide (1.90 g) from Stage 2 above in dichloromethane (55 ml) was treated with Dess-Martin periodinane (1.615 g). The reaction mixture was stirred at room temperature for 1 h30 and then treated with saturated aqueous NaHCO3 and saturated aqueous sodium thiosulphate. The organic layer was washed thrice with saturated aqueous NaHCO3. The organic phase was separated, dried over sodium sulphate, filtered and evaporated to yield 1.694 g of N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-2-oxo-ethyl]-2-(3-ethynyl-quinolin-6-yloxy)-2-methylsulfanyl-acetamide which was used as such in Stage 4 described below.

1. washThe organic layer was washed thrice with saturated aqueous NaHCO3
2. customThe organic phase was separated
3. dry with materialdried over sodium sulphate
4. filtrationfiltered
5. customevaporated