反应详情

To a solution of 17-ethyl-1-hydroxy-12-[2'-(4"-hydroxy-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (400 mg in 6 ml 33% methylene chloride in cyclohexane), allyl trichloroacetimidate (209 μl neat) was added and the reagents allowed to mix for 5 minutes. Trifluoromethanesulfonic acid (9 μl neat) was added slowly via syringe and the mixture stirred at room temperature. After 6 hours the reaction was quenched by the addition of saturated sodium bicarbonate and extracted with ethyl acetate (3×10 ml). The combined organics were washed with brine and dried over magnesium sulfate. Purification of the concentrate by flash chromatography on silica gel (ethyl acetate:hexane (1:3)+1% methanol) gave the title compound (320 mg). (1H NMR was consistent with the desired structure).

1. additionto mix for 5 minutes
2. customAfter 6 hours the reaction was quenched by the addition of saturated sodium bicarbonate
3. extractionextracted with ethyl acetate (3×10 ml)
4. washThe combined organics were washed with brine
5. dry with materialdried over magnesium sulfate
6. customPurification of the
7. concentrationconcentrate by flash chromatography on silica gel (ethyl acetate:hexane (1:3)+1% methanol)