Otsuka Kagaku Kabushiki Kaisha

Otsuka Kagaku Yakuhin Kabushiki Kaisha

Taiho Pharmaceutical Company Limited

Ouchi Shinko Kagaku Kogyo Kabushiki Kaisha

Asahi Kasei Chemicals Corporation

Otsuka Chemical Co., Ltd.

Okayama University

Hokko Chemical Industry Co., Ltd.

Otsuka Kagaku Yakuhim Kabushiki Kaisha

Otsuka Kagaku Yakuhin Kabushini Kaisha

Otsuke Kagaku Yakuhin Kabushiki Kaisha

Hideo Tanaka

Sigeru Torii

Michio Sasaoka

Takashi Shiroi

Yutaka Kameyama

Norio Saito

Shigeru Torii

Junzo Nokami

Masatoshi Taniguchi

Motoaki Tanaka

Akira Nakai

Shozo Yamada

Ryo Kikuchi

Yuichi Kobayashi

Mitsuo Akada

Kenji Uneyama

Junzo Nogami

Shigemitsu Nagao

Mitio Sasaoka

Seiryu Uto

Hisashi Ohbayashi

Daisuke Suzuki

Yasuo Shimizu

Isao Wada

Akira Tanaka

Kiyotoshi Matsumura

Tsunehiko Masatomi

Masashi Ukida

Manabu Kuroboshi

Kiyoshi Mishima

Yasuhisa Amano

Takashi Siroi

Yoshihisa Tokumaru

Yoshihisa Tomotaki

Yuzuru Ogata

Ichiro Kawahara

Tomoyasu Ohno

Takae Yamada

Syozo Hayase

Kenji Kase

Syoichi Tateyama

Kouichi Sorajo

Toshihiro Kudai

Tomotake Yano

Shiro Yamashita

Akira Suzuki

Masakatsu Hoshino

Hiromu Kawakubo

Yutaka Otsuka Kagaku Kabushiki Kaisha Kameyama

Disclosed is a process for producing a phosphine derivative from a phosphine oxide derivative, which comprises the following steps: (I) mixing a phosphine oxide derivative represented by formula (1) with a chlorinating agent in a polar organic solvent to cause the reaction between these components; and (II-1) adding a salt of a metal having an ionization tendency equal to or lower than that of aluminum to the reaction mixture and carrying out the reductive reaction in the presence of aluminum or (II-2) subjecting the reaction mixture to electrolytic reduction, thereby producing a phosphine derivative represented by formula (2). ArRP&#x2550;O (1) ArRP (2) In formulae (1) and (2), Ar represents an aryl group such as a phenyl group, a phenyl group having a substituent, a heteroaromatic ring group, and a heteroaromatic ring group having a substituent; R represents an aliphatic hydrocarbon group or an aliphatic hydrocarbon group having a substituent; and n represents an integer of 0 to 3.

Process for production of phosphine derivative from phosphine oxide derivative

The present invention provides a method by which a 6-hydroxyethyl penam compound represented by General Formula (2) below can be produced with a high selectivity: wherein R represents a hydrogen atom or a protective group for carboxylic acid and Xrepresents a halogen atom; wherein R and Xare the same as above, and Xrepresents a halogen atom;

Method for producing 6-hydroxyethylpenam compound

The present invention provides a process for producing an oxide from an alcohol compound, the process comprising the steps of causing silica gel to carry the alcohol compound thereon and an oxidative catalyst thereon, and oxidizing the alcohol compound in the presence of an oxidizing agent, giving an oxide higher in oxidizing degree than the alcohol compound, and also provides a process for producing an oxide from an alcohol compound, the process comprising the steps of causing silica gel to carry the alcohol compound, and subjecting the alcohol compound to an electrolytic oxidation, giving an oxide higher in oxidizing degree than the alcohol compound.

Processes for producing oxide with higher oxidation than alcohol

Process for producing oxide with higher oxidation than alcohol

Process for the preparation of cephem compounds

The present invention is directed to a process for preparing an exo-methylenepenam compound wherein a cephem compound is reduced with a metal having a standard oxidation-reduction potential of up to &minus;0.3 (V/SCE) in an amount of at least one mole per mole of the cephem compound and with a metal compound having a higher standard oxidation reduction potential than the metal and in an amount of 0.001 to 10 moles per mole of the cephem compound and wherein X is a halogen atom, lower alkylsulfonyloxy, trifluoromethanesulfonyloxy, trichloromethanesulfonyloxy, arylsulfonyloxy, toluenesulfonyloxy, or halogenated sulfonyloxy

Process for producing exo-methylenepenam compounds

The present invention provides a process for preparing an exo-methylenepenam compound represented by the general formula (5) characterized in that a &bgr;-lactam halide compound represented by the general formula (2) is subjected to an electroreduction process to obtain the exo-methylenepenam compound.

Process for preparing beta lactam compound

A process for preparing an allenyl .beta.-lactam compound represented by the formula (4), characterized by reacting the hydroxyl group of a .beta.-lactam compound represented by the formula (1) with a reactive functional group derivative of sulfonic acid represented by the formula (2) to convert the compound of the formula (1) to a .beta.-lactam compound represented by the formula (3), thereafter reacting the resulting .beta.-lactam compound with a basic anion exchange resin of the type having a tertiary organic base fixed to the resin and isolating the resulting allenyl .beta.-lactam compound of the formula (4) from the reaction mixture ##STR1##

Process for preparing .beta.-lactam derivatives

The present invention provides a process for preparing an exo-methylenepenam compound represented by the general formula (5) characterized in that a .beta.-lactam halide compound represented by the general formula (2) is reduced with a metal having a standard oxidation-reduction potential of up to -0.3 (V/SCE) in an amount of at least one mole per mole of the halide compound and with a metal compound having a higher standard oxidation-reduction potential than the metal in an amount of 0.0001 to 10 moles per mole of the halide compound, or is subjected to an electroreduction process to obtain the exo-methylenepenam compound. ##STR1##

Growing community of inventors

Okayama, Japan

Hideo Tanaka