Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Patent
1991-11-14
1992-06-23
Brust, Joseph Paul
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
C07C23584
Patent
active
051244829
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-(tetrah ydro-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-2H-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:
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patent: 3130228 (1964-04-01), Hoffstadt
patent: 3824284 (1974-07-01), Rudolph et al.
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patent: 4681893 (1987-07-01), Roth
Butler Donald E.
Deering Carl F.
Millar Alan
Nanninga Thomas N.
Roth Bruce D.
Brust Joseph Paul
Tinney Francis J.
Warner-Lambert & Company
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