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

1993-02-16

1993-09-14

Brust, Joseph Paul

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548537, C07D207325, C07D40306

Patent

active

052450473

ABSTRACT:
An improved process for the preparation of trans-6-[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-ones by a novel synthesis is described where 1,6-heptadien-4-ol is converted in eight operations to the desired products, as well as an improved process for the preparation of (2R-trans) and trans-(.+-.)-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetra hydro-4-hydroxy-6-oxo-2H-pyran-2-yl) ethyl]-1H-pyrrole-3-carboxamide by a novel synthesis where 4-methyl-3-oxo-N-phenylpentanamide is converted in eight operations to the desired product or alternatively 4-fluoro-.alpha.-[2-methyl-1-oxopropyl]-.gamma.-oxo-N,.beta.-diphenylbenze nebutaneamide is converted in one step to the desired product, and additionally, a process for preparing (2R-trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetrahy dro-4-hydroxy-6-oxo-2 H-pyran-2-yl)ethyl]-1H-pyrrole-3-carboxamide from (R)-4-cyano-3-[[(1,1-dimethylethyl) dimethylsilyl]oxy]butanoic acid, as well as other valuable intermediates used in the processes.

REFERENCES:
patent: 5097045 (1992-03-01), Butler et al.

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