Manufacture of lactol derivatives

Details Manufacture of lactol derivatives Manufacture of lactol derivatives

1989-06-14

1991-12-10

Raymond, Richard L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549322, 549375, 568435, 562470, C07D30720

Patent

active

050720082

ABSTRACT:
The invention concerns a novel process for the stereospecific manufacture of novel hydroxymethyl lactols of the formula I by a one step reduction of a corresponding lactone carboxylic ester of the formula II (many of which esters are novel) using a reducing agent such as diisobutylaluminium hydride at about ambient temperature. The lactols of formula I are intermediates for the production of pharmacologically active 1,3-dioxane alkenoic acids useful in the treatment of certain cardiovascular and pulmonary medical conditions. Certain of the esters of formula II are novel and are also included in the invention.

REFERENCES:
patent: 4175089 (1979-11-01), Heiba et al.
patent: 4723037 (1988-02-01), Harris
Takeda, Bull. Chem. Soc. Jap. 41(6) 1468-71 (1968).
Pohmakotr et al., Chem. Lett., pp. 687-690, 1982.
Pohmakotr et al., Chemical Abstracts, vol. 97, p. 592, 1982, 109800q.
Takeda, Chemical Abstracts, vol. 69, p. 9932, 1968 106156V.
Peterson et al., Chemical Abstracts, 110(18): 163940K.
Fieser et al., Reagents for Organic Synthesis, vol. 5, p. 225.

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