Prostaglandin synthesis and intermediates for use therein

Details Prostaglandin synthesis and intermediates for use therein Prostaglandin synthesis and intermediates for use therein

2011-04-19

2011-04-19

Chandrakumar, Nizal S (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S465000, C549S369000, C562S503000

Reexamination Certificate

active

07928252

ABSTRACT:
Fused cyclopentane—4-substituted 3,5-dioxalane lactone compounds useful as an intermediate in the synthesis of prostaglandin analogs are provided. The compounds have the formula A:wherein R represents an aryl group such as p-methoxyphenyl.This compound can be reacted with a lower alkyl aluminum compound to open the dioxalane ring and reduce the lactone to lactol, without over-reducing to diol. The resulting compound can be functionalized to insert chemical side groups of target prostaglandins, adding the required α-side chain and then the required ω-side chain sequentially and independently of each other. The compounds and process are particularly suitable for preparing lubiprostone.

REFERENCES:
patent: 5252605 (1993-10-01), Ueno
patent: 6452039 (2002-09-01), Ueno

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