Cyclohexene derivative and method of producing the same
AssigneeJapan Tobacco Inc.
InventorsJunichi Haruta, Kazuhiko Sakuma, Akihiro Yasuda, Katsuyoshi Hara, Itsuo Uchida
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Abstract
Provided is a novel (1R, 2S)-1-acyl-2-carboxycyclohex-4-ene derivative represented by the following general formula [I], and its producing method, ##STR1## (where R.sup.1 represents a hydrogen atom, a lower alkyl group, or substituted or unsubstituted aryl group, and R.sup.2 represents a hydrogen atom, or a lower alkyl group). Also provided is a method of producing a (3S, 4R)-4-substituted-3-carboxycyclopentanone derivative represented by the following general formula [A], ##STR2## (where R.sup.1 and R.sup.2 are the same as those mentioned above).
Claims17
A method of producing a (1S, 6R)-6-halomethyl-1-carboxycyclohex-3-ene derivative represented by formula (X') below, comprising reacting (3aR, 7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one represented by formula (IX) with a halogenating agent in an inert solvent, followed by treating using a lower alcohol represented by R.sup.2 OH or water, ##STR45## where R.sup.2 is a hydrogen atom or a lower alkyl group, and X"' represents a halogen atom.
A method of producing a (1S, 6R)-6-halomethyl-1-carboxycyclohex-3-ene derivative represented by formula (X') below, comprising reacting (3aR, 7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one represented by formula (IX) with a halogenating agent in a lower alcohol solvent, ##STR46## where R.sup.2 is a hydrogen atom or a lower alkyl group, and X'" represents a halogen atom.
A method of producing a (1S, 6R)-6-halomethyl-1-carboxycyclohex-3-ene derivative, comprising hydrolyzing a compound represented by formula (X') when R.sup.2 is a lower alkyl group, ##STR47## where R.sup.2 is a hydrogen atom or a lower alkyl group and X'" is a halogen atom.
Dependencies are inferred from the claim text.