反应详情

6-Bromo-2-(tert-butyldimethylsilyloxy)-N-methyl-1-naphthamide (3.30 g) and 2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (2.66 g) were used as the starting materials. By the same procedure described in Reference example 33-(i), a crude mixture of 2-(tert-butyldimethylsilyloxy)-6-[1-hydroxy-2-methyl-1-(-1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-1-naphthamide was obtained. The crude mixture and tetrabutylammonium fluoride hydrate (3.00 g) was dissolved in THF (30 mL), and the solution was stirred for 1 h at room temperature. After dilution with water, the resulting mixture was extracted with AcOEt. The organic layer was washed with brine and dried over MgSO4 followed by concentrating in vacuo. The residue was purified by flash column chromatography on silica gel (hexane:AcOEt=2:1→1:2) to give a colorless solid. The solid was washed with iPr2O to afford the titled compound (1.48 g) as a colorless powder.

1. customwas obtained
2. extractionAfter dilution with water, the resulting mixture was extracted with AcOEt
3. washThe organic layer was washed with brine
4. dry with materialdried over MgSO4
5. concentrationby concentrating in vacuo
6. customThe residue was purified by flash column chromatography on silica gel (hexane:AcOEt=2:1→1:2)
7. customto give a colorless solid
8. washThe solid was washed with iPr2O