Method for preparing isoprenoid cyclopropane 1,1-dicarboxylates

Details Method for preparing isoprenoid cyclopropane 1,1-dicarboxylates Method for preparing isoprenoid cyclopropane 1,1-dicarboxylates

1991-10-24

1992-10-20

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

C07C 6974

Patent

active

051571463

ABSTRACT:
A process is provided for preparing isoprenoid cyclopropane 1,1-dicarboxylates which are useful in preparing squalene synthetase inhibitors which inhibit cholesterol biosynthesis, and also useful in preparing pyrethrin insecticides.

REFERENCES:
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Martel, J. et al, Bull. Soc. Chim. Fr. 1967, 985, DAS 1289046 (1969).
Arlt, D. et al, "Syntheses of Pyrethroid Acid," Angew. Chem. Int. Ed. Engl. 20, No. 9, 703-722 (Sep. 1981).
Campbell, R. V. M. et al, "Synthesis of (.+-.)-Presqualene Alcohol, (.+-.)-Prephytoene Alcohol, and Structurally Related Compounds," J.C.S. Perkin I, 1975, 897-913.
Hendrickson, J. B. et al, J. Am. Chem. Soc. 1974, 95, 2275-2276.
Capson, T. L., et al, "Synthesis of Ammonium Analogues of Carbocationic Intermediates in the Conversion of Presqualene Diphosphate to Squalene," J. Org. Chem. 1988, 53, 5903-5908.
Poulter, C. D., et al, "Squalene Synthetase. Inhibition by Ammonium Analogues of Carbocationic Intermediates in the Conversion of Presqualene Diphosphate to Squalene," J. Am. Chem. Soc. 1989, 111, 3734-3739.
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