Otsuka Kagaku Kabushiki Kaisha

Ryo Kikuchi

Michio Sasaoka

Yutaka Kameyama

Hideo Tanaka

Sigeru Torii

Takashi Shiroi

Masatoshi Taniguchi

Daisuke Suzuki

Shigemitsu Nagao

Masaru Yasui

Norio Saito

Shigeru Torii

Nori Saito

Kouichi Sorajo

Method of halogenating hydroxyl group

A halogenating agent of the formula (1) and a method of halogenating hydroxyl group

Halogenating agent and process for halogenating hydroxyl group

Process for preparing 3-norcephem compounds

Process for preparing 3-halogenated cephem derivative

The present invention provides a process for preparing a 3-formylcephem derivative represented by the formula (2) ##STR1## which comprises oxidizing in the presence of oxygen a 3-halomethylcephem derivative represented by the formula (1) ##STR2## wherein R.sup.1 is amino group or protected amino group, R.sup.2 is hydrogen atom or a carboxylic acid protective group, X is halogen atom.

Process for preparing a 3-formylcephem derivative

A process for preparing a .beta.-lactam derivative of formula (2) and/or the corresponding enol tautomer, which includes oxidizing an alkenyl-substituted .beta.-lactam derivative of formula (1) in the presence of a ruthenium catalyst or a rhenium catalyst using a periodic acid: ##STR1## wherein R.sup.1 is a hydrogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 haloalkyl group, R.sup.2 is a hydrogen atom, a C.sub.1-4 alkyl group or a phenyl group which may have a substituent, A is a group selected from ##STR2## wherein R.sup.3 is an amino group or a protected amino group, and R.sup.4 -R.sup.8 are as defined in the application.

Process for preparation of .beta.-lactam derivative from an alkenyl

This invention provides a method of producing a .beta.-lactam derivative represented by the formula (I): ##STR1## said method consisting essentially of the step of reacting a .beta.-lactam derivative represented by the formula (II): ##STR2## with a phenol in a reaction system which consists essentially of said .beta.-lactam derivative of formula (II) and said phenol.

Method for production of .beta.-lactam derivatives

Disclosed is a method of producing a 3-exomethylenecepham of the formula ##STR1## wherein R.sup.1 is amino or substituted amino and R.sup.2 is a carboxy-protecting group comprising reacting a cephem of the formula ##STR2## wherein R.sup.1 and R.sup.2 are as defined above and X is halogen with lead metal while maintaining the pH of the reaction system at about 0.1 to 8. The cephem (I) may be reacted with a catalytic amount of lead metal or a lead compound in the presence of a metal having a greater ionization tendency than lead.

Method for production of 3-exomethylenecepham derivatives

Growing community of inventors

Tokushima, Japan

Ryo Kikuchi