Process for producing optically active oxoheptenoic acid ester
AssigneesNissan Chemical Industries, Ltd., Sankyo Chemical Industries Ltd.
InventorsTakashi Horiuchi, Masamichi Shimizu, Shoichi Kondo, Tadashi Soejima, Kazuhiro Umeo
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Abstract
A novel process for producing an optically active (E)-7-[2-cyclopropyl-4-(4-fluorophenyl quinolin-3-yl]-5-hydroxy-3-oxohept-6-enoic acid ester of formula (III) which is important as an intermediate for synthesizing medicines, comprises reacting 1,3-bis(trimethylsilyloxy)-1-alkoxybuta-1,3-diene of formula (I) with (E)-3-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-prop-2-en-1-al of formula (II) in the presence of an optically active binaphthol-titanium complex obtained from 1,1′-bi-2-naphthol with titanium tetraisopropoxide, a metal salt and an amine, and then subjecting the reaction product to desilylation
Claims4
A process for producing an optically active (E)-7-[2-cyclopropyl-4-(4-fluorophenyl) quinolin-3-yl]-5-hydroxy-3-oxohept-6-enoic acid ester of formula (III)
- wherein R is an alkyl having 1 to 4 carbon atoms, which comprises reacting 1,3-bis(trimethylsilyloxy)-1-alkoxybuta-1,3-diene of formula (I)
- wherein R is as defined above, with (E)-3-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-prop-2-en-1-al of formula (II)
- in the presence of an optically active binaphthol-titanium complex prepared by reacting 1,1′-bi-2-naphthol with titanium tetraisopropoxide, a metal salt and an amine, and then subjecting the resulting reaction product to desilylation.
Dependencies are inferred from the claim text.