Daiichi Sankyo Company, Limited

Daiichi Pharmaceutical Co., Ltd.

Makoto Muto

Yutaka Kitagawa

Yuichiro Tani

Toshiaki Jyono

Masao Fujita

Manabu Miura

Toshifumi Akiba

Tatsuru Saito

Keiji Nakayama

The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent.

Method for producing asymmetric tetrasubstituted carbon atom-containing compound

The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent. Specifically, the invention provides a method for producing a compound of formula (2): wherein n is an integer of 2 to 5; Ris a (substituted) alkyl group or a (substituted) aryl group; and Rrepresents a (substituted) alkoxycarbonyl group, a (substituted) aralkyloxycarbonyl group, a (substituted) aliphatic acyl group, or a (substituted) aromatic acyl group).

A process for producing an optically active compound represented by formula () or a salt thereof:  

Intermediates for the production of optically active cyclopropylamine derivatives and process for the production of the intermediates

The invention provides an industrial method for producing a spiroaminopyrrolidone derivative, which is an intermediate for producing a quinolone antibacterial agent. The invention provides a method for producing a compound represented by formula (2): (wherein n is an integer of 2 to 5; Rrepresents a (substituted) alkyl group or a (substituted) aryl group; and Rrepresents a (substituted) alkoxycarbonyl group, a (substituted) aralkyloxycarbonyl group, a (substituted) aliphatic acyl group, or a (substituted) aromatic acyl group), which includes treating a compound represented by formula (1): (wherein n, R, and Rare the same as defined above; and Rrepresents a hydrogen atom, a (substituted) alkyl group, or a (substituted) aralkyl group) under a hydrogen gas atmosphere in the presence of a metallic catalyst.

Provision of a commercially advantageous method for producing an intermediate which is important for producing the antibacterial and which has a mother nucleus common to the antibacterial, and intermediates produced by such method. A method for producing a compound represented by formula (VI): which comprises the steps of treating a compound represented by formula (IV): with a base in the presence of a base to produce a compound represented by formula (V): and hydrolyzing this compound;a compound represented by formula (II): a compound represented by formula (Ia): a compound represented by formula (V): and a compound represented by formula (VI). 

Intermediates and process for the production of optically active quinolonecarboxylic acid derivatives

Provided are a technique for position-selectively introducing an amino group into a difluorobenzoic acid, a novel process for producing a quinolonecarboxylic acid derivative serving as an antibacterial agent, and intermediates in the production. The process comprises treating a compound represented by formula (6): with a base in a water-containing solvent. The intermediates are represented by formula (6): 

Method of selectively introducing amino substituent

A process for producing an optically active compound represented by formula (4), or a salt thereof, wherein Rrepresents a protecting group.

A process for preparing intermediate compound (VII), compound (VIII) and compound (XIV) which will be raw materials for the synthesis of a synthetic antibactrial compound, via compound (I) or compound (X) and then, compound (II), the compounds each being shown below; and novel compounds useful for the preparation. 

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Edogawa-ku, Japan

Makoto Muto