Method for preparing prostaglandins

Details Method for preparing prostaglandins Method for preparing prostaglandins

1977-02-25

1978-05-09

Shapiro, Lionel M.

Textiles: fiber preparation

C12D 102

Patent

active

040885364

ABSTRACT:
Racemic 15-deoxo, 11,15-deoxy and other prostaglandins and methods for preparing the same. The initial reactant is lithium cyclopentadiene which is reacted with ethyl-7-bromoheptanoate to give the alkylated diene which in turn is oxygenated to a mixture of hydroxycyclopentenones. 2-(6'-carboethoxyhexyl)-4-hydroxy-cyclopenten-1-one is chromatographically recovered from the mixture and reacted with dihydropyran to give the tetrahydropyranyl ether which is then reacted with 1-lithium-1-trans-octene in the presence of tri-n-butylphosphine-copper iodide to produce racemic 15-deoxy-prostaglandin E.sub.1 ethyl ester which is chromatographically recovered. The ester is converted to the corresponding prostaglandin by the action of an esterase-producing microorganism.

REFERENCES:
patent: 3840434 (1974-10-01), Daniels
patent: 3968141 (1976-07-01), Sih et al.

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