Toluene → Lovastatin

温度

90 °C

The lovastatin acid in the extract was converted into the lactone by heating it to 90° C. for 3 hours (yield of conversion was 99.2%). After cooling to room temperature, the toluene was mixed with 80 ml of water, while the pH was adjusted to pH=10 with NaOH. After separation of the layers, the toluene layer was mixed again with 80 ml of fresh water, while the pH was adjusted to pH=4 with sulfuric acid. After separation of the layers, the toluene layer was treated with 0.1 g of active coal, Norit SX ultra. Subsequently the toluene solution was filtrated and further concentrated to 15 ml by evaporation. Cooling to -10° C. resulted in crystallization. The crystals were washed with 5 ml of cold toluene, and dried under vacuum at room temperature. In these crystals no 4-acetyl lovastatin could be detected, neither by TLC nor by proton NMR.

1. temperatureAfter cooling to room temperature
2. customAfter separation of the layers
3. additionthe toluene layer was mixed again with 80 ml of fresh water, while the pH
4. customAfter separation of the layers
5. additionthe toluene layer was treated with 0.1 g of active coal, Norit SX ultra
6. filtrationSubsequently the toluene solution was filtrated
7. concentrationfurther concentrated to 15 ml by evaporation
8. temperatureCooling to -10° C.
9. customresulted in crystallization
10. washThe crystals were washed with 5 ml of cold toluene
11. customdried under vacuum at room temperature

ORDレコード

ord-abda88a6abdd43ffbfba02bc17799f14

出典データセット

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05989877