Reacción #83378

Ecuación de reacción

FR-900506

p-nitrobenzoyl chloride

→

17-allyl-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-12-[2-[4-(p-nitrobenzoyloxy)-3-methoxycyclohexyl]-1-methylvinyl]-11,28-dioxa-4-azatricylco[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone

Disolventes

ethyl acetate

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with a saturated aqueous sodium hydrogen carbonate, water, 1N-hydrochloric acid, water
2. 2
   Secadoa saturated aqueous sodium hydrogen carbonate, water and an aqueous sodium chloride, successively, and then dried
3. 3
   ConcentraciónThe resulting solution was concentrated under reduced pressure
4. 4
   Otrothe residue was purified on silica gel column chromatography

Procedimiento

To a solution of the FR-900506 substance (30.5 mg) in pyridine (1 ml) was added p-nitrobenzoyl chloride (ca. 100 mg), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with ethyl acetate, and washed with a saturated aqueous sodium hydrogen carbonate, water, 1N-hydrochloric acid, water, a saturated aqueous sodium hydrogen carbonate, water and an aqueous sodium chloride, successively, and then dried. The resulting solution was concentrated under reduced pressure, and the residue was purified on silica gel column chromatography to give 17-allyl-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-12-[2-[4-(p-nitrobenzoyloxy)-3-methoxycyclohexyl]-1-methylvinyl]-11,28-dioxa-4-azatricylco[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (37.7 mg).

Fuente