Water → Prostaglandin D2

Temperatur

-40 °C

PGF2α, 15-(tetrahydropyranyl ether) (2 g.) in acetone (75 ml.) is cooled to -45° C. and thereafter treated with 1.2 ml. of the Jones reagent. The mixture is stirred for 30 min at -35 to -45° C. and thereafter treated with 0.5 ml. of isopropanol and stirred an additional 15 min. The reaction mixture is then poured into a mixture of ice, water, and diethyl ether. The mixture is then extracted with diethyl ether and the combined ethereal extracts washed with brine, and dried over sodium sulfate. After filtration removal of solvent proceeds by rotary evaporation . Crude product (1.8 g.) thereby obtained is chromatographed on 360 g. of silica gel eluting with 45 percent ethyl acetate in hexane. PGD2, 15-tetrahydropyranyl ether (800 mg.) is thereby obtained.

1. additiontreated with 1.2 ml
2. additiontreated with 0.5 ml
3. extractionThe mixture is then extracted with diethyl ether
4. washthe combined ethereal extracts washed with brine
5. dry with materialdried over sodium sulfate
6. filtrationAfter filtration removal of solvent proceeds
7. customby rotary evaporation
8. customCrude product (1.8 g.) thereby obtained
9. customis chromatographed on 360 g

ORD-Eintrag

ord-16a2c0ac3fb1423a96d011237866cdc6

Quelldatensatz

uspto-grants-1977_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04028419