C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 211/70 (2006.01) C07C 51/487 (2006.01) C07C 62/38 (2006.01) C07C 69/757 (2006.01) C07D 453/04 (2006.01) C12P 7/40 (2006.01) C12P 41/00 (2006.01)
Patent
CA 2194000
An improved process for the preparation of R (+) 1,2,3,6-tetrahydro-4-phenyl-1- [(3-phenyl-3-cyclohexen-1-yl)methyl]pyridine by a novel synthesis is described where 5-oxo-3-phenyl-3-cyclohexene-carboxylic acid is converted in five operations to the desired product, as well as processes for the resolution of 5-oxo-3-phenyl-3-cyclohexenecarboxylic acid using cinchonidine to afford (S) 5- oxo-3-phenyl-3-cyclohexenecarboxylic acid or .alpha.-chymotrypsin to selectively hydrolyze <u>n</u>-butyl 5-oxo-3-phenyl-3-cyclohexenecarboxylate to afford (S) 5-oxo-3-phenyl-3-cyclohexenecarboxylic acid as well as other valuable intermediates used in the processes.
L'invention se rapporte à un procédé amélioré de préparation de R (+) 1,2,3,6-tétrahydro-4-phényl-1-[(3-phényl-3-cyclohexène-1-yl)méthyl]pyridine au moyen d'une nouvelle synthèse. Ce procédé consiste à convertir en cinq opérations l'acide 5-oxo-3-phényl-3-cyclohexènecarboxylique en produit désiré. L'invention se rapporte également à des procédés de décomposition de l'acide carboxylique 5-oxo-3-phényl-3-cyclohexène au moyen de la cinchonidine pour obtenir l'acide (S) 5-oxo-3-phényl-3-cyclohexènecarboxylique ou l'.alpha.-chymotrypsine et hydrolyser sélectivement n-butyl 5-oxo-3-phényl-3-cyclohexènecarboxylate de manière à obtenir l'acide (S) 5-oxo-3-phényl-3-cyclohexènecarboxylique, ainsi que d'autres produits intermédiaires de valeur utilisés dans ces procédés.
Butler Donald Eugene
Gailey Jodette
Le Tung Van
Smith William John III
Wustrow David Juergen
Macrae & Co.
Warner-Lambert Company
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