反应详情

温度

80 °C

Methyl (1S, 4aS, 7aS)-1,4a,5,7a-tetrahydro-1-trimethylacetoxy-7-(trimethylacetoxymethyl)cyclopenta[c]-pyran-4-carboxylate (200 mg, 0.00051 mol) obtained in Example 14 was dissolved in 15 ml of tetrahydrofuran, and 10% palladium carbon (10 mg) was suspended. After ammonium formate (320 mg, 0.0046 mol) was added, the reaction mixture was refluxed at 80° C. Twelve hours later, celite filtration was carried out, and 50 ml of ethyl acetate was added to the filtrate. After this organic layer was washed with saturated sodium chloride solution (30 ml), it was dried by adding magnesium sulfate, filtered, and then concentrated under a reduced pressure. The residual matter was purified by chromatography using silica gel, and the solvent of the fraction obtained from hexane:ether=8:2 eluent was concentrated. A colorless oily substance was thus obtained, i.e., methyl (1S, 4aS, 7aS)-1,4a,5,7a-tetrahydro-7-methyl-1-trimethylacetoxycyclopenta[c]-pyran4-carboxylate (114.5 mg, yield=72.8%). This methyl (1S, 4aS, 7aS)-1,4a,5,7a-tetrahydro-7-methyl-1-trimethylacetoxycyclopenta[c]pyran-4-carboxylate had the following physicochemical properties:

1. filtrationTwelve hours later, celite filtration
2. addition50 ml of ethyl acetate was added to the filtrate
3. washAfter this organic layer was washed with saturated sodium chloride solution (30 ml), it
4. customwas dried
5. additionby adding magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under a reduced pressure
8. customThe residual matter was purified by chromatography
9. customthe solvent of the fraction obtained from hexane
10. concentrationether=8:2 eluent was concentrated
11. customA colorless oily substance was thus obtained