Fujisawa Pharmaceutical Company, Ltd.

Hitoshi Nakamura

Masashi Hashimoto

Teruo Kyoto Oku

Tsutomu Toyonaka Teraji

Takashi Kamiya

Yoshihisa Saito

Osamu Nakaguti

Takao Takaya

Fumiyuki Shirai

Kunihiko Shiina

Ryoichi Kawakami

Yasunobu Inaba

Osamu Nakaguit

Process for producing biocozamycin benzoate

The invention relates to crystalline 7-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-car boxylic acid (syn isomer) useful as an antimicrobial agent.

Crystalline

A process for producing a 2-cephem or 3-cephem derivative compound of the formula: ##STR1## wherein R.sub.1 represents a substituted or unsubstituted amino radical and R.sub.4 represents hydrogen or a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and the dotted line indicates the alternate bond structure providing 3-cephem or 2-cephem, which comprises:

Disulfide substituted oxazetidine derivatives

An oxoazetidine derivative compound of the formula: ##STR1## wherein R.sub.1 represents a substituted or unsubstituted amino radical and R.sub.3 represents a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and --SR.sub.2 is a residue of a thiophilic sulphur nucleophile.

An oxazetidine derivative compound of the formula: ##STR1## wherein R.sub.1 represents a substituted or unsubstituted amino radical and R.sub.3 represents a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and --SR.sub.2 is a residue of a thiophilic sulphur nucleophile.

Certain benzothiazole compounds

A penam derivative having the formula: ##STR1## wherein X represents a halogen atom, and wherein R.sub.1 represents an amino or acylamino, and R.sub.3 represents a radical selected from the group consisting of carboxy, ester, acid amide, acid anhydride, acid halide, and acid azide.

Halogenated penam derivatives and the preparation thereof

A process for producing a 2-cephem or 3-cephem derivative compound of the formula: ##SPC1## Wherein R.sub.1 represents a substituted or unsubstituted amino radical and R.sub.4 represents hydrogen or a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and the dotted line indicates the alternate bond structure providing 3-cephem or 2-cephem, which comprises: Reacting a halogenated derivative selected from the group consisting of a halogenated penam derivative having the formula: ##SPC2## A halogenated cepham derivative of the formula: ##SPC3## Wherein X represents a halogen atom, R.sub.3 represents a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and R.sub.1 is as defined above, or mixtures thereof with a dehydrohalogenoic acid reagent.

Growing community of inventors

Mino, Japan

Hitoshi Nakamura