Water → (6aR,7S,9aS,11R,12S,13aS)-5-benzyloxy-2-(t-butoxycarbonyl)-2,3,6, 6a,7,8,9,9a,10,11,12,13-dodecahydro-11-hydroxy-6a,7,10,10-tetramethyl-12-(4-nitrophenylsulfonyl)oxy-3-oxo-1H-benzo[8,8a][l]-benzopyrano[2,3-e]isoindole

To a solution of Compound (48a) (200 mg, 0.34 mmol) in 15 ml of dichloromethane were added 83 mg (0.68 mmol) of dimethylaminopyridine and 112 mg (0.51 mmol) of p-nitrobenzenesulfonyl chloride under ice-cooling, and the mixture stirred for 6 hours at the same temperature. After addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed sequentially with 1N HCl, water, an aqueous saturated sodium hydrogen carbonate solution, and water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by a column chromatography (Merck, Lobar column, size B; toluene:ethyl acetate=4:1) to give 184 mg (70%) of Compound (48f).

1. temperaturecooling
2. extractionthe reaction mixture was extracted with ethyl acetate
3. washThe extract was washed sequentially with 1N HCl, water
4. dry with materialan aqueous saturated sodium hydrogen carbonate solution, and water, dried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by a column chromatography (Merck, Lobar column, size B; toluene:ethyl acetate=4:1)

ORDレコード

ord-14f03627e088490f9b03d0c363855c69

出典データセット

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05876984