Process for trans-6-(2-(substituted-pyrrol-1-yl)alkyl)pyran-2-on

Details Process for trans-6-(2-(substituted-pyrrol-1-yl)alkyl)pyran-2-on Process for trans-6-(2-(substituted-pyrrol-1-yl)alkyl)pyran-2-on

1995-05-15

1996-02-06

McKane, Joseph K.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548537, C07D207325

Patent

active

054896916

ABSTRACT:
An improved process for the preparation of trans-6-[2-(substituted-pyrrole-1-yl)alkyl]pyran-2-ones by a novel synthesis is described where .alpha.-metalated N,N-disubstituted acetamide is converted in seven operations to the desired products, and specifically, a process for preparing (2R-trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetrahy dro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1H-pyrrole-3-carboxamide, as well as other valuable intermediates used in the processes and prodrugs which are bioconverted to hypolipidemic and hypocholesterolemic agents and pharmaceutical compositions of the same.

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B. D. Roth et al., J. Med. Chem., 1990, 33:1 pp. 21-31, "Inhibitors of Cholesterol Biosynthesis".
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Tetrahedron Letters, vol. 33, No. 17, pp. 2279-2282 1992, P. L. Brower, et al.

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