反应详情

A solution of (3aS,4R,6aS,7R,10R,10aR)-7-(2-ethyl-1,3-thiazol-4-yl)-2,2,5,10-tetramethyl-4,6a,7,8,9,10-hexahydro-3aH-naphtho[1,8a-d][1,3]dioxol-4-yl acetate (Preparation 165, 345 mg) in methanolic para-toluenesulfonic acid (1% w/w, 10 ml) was stirred at room temperature for 12 days. The reaction mixture was partitioned between ethyl acetate and a mixture of dilute aqueous sodium chloride and saturated aqueous sodium hydrogen carbonate. The organic phase was dried (MgSO4), evaporated and purified by flash column chromatography on silica gel using a gradient elution ethyl acetate:hexane (1:5 to 1:1) to give the product as a gum (94 mg).

1. customThe reaction mixture was partitioned between ethyl acetate
2. additiona mixture of dilute aqueous sodium chloride and saturated aqueous sodium hydrogen carbonate
3. dry with materialThe organic phase was dried (MgSO4)
4. customevaporated
5. custompurified by flash column chromatography on silica gel using
6. washa gradient elution ethyl acetate:hexane (1:5 to 1:1)