Sumitomo Pharmaceuticals Company Limited

Sagami Chemical Research Center

Yoshikazu Kimura

Shiro Terashima

Tamejiro Hiyama

Kunikazu Sakai

Yoshio Ito

Makoto Sunagawa

Akira Sasaki

Katsumi Tamoto

Takeo Kawabata

Teruyo Matsumoto

Michiyo Suzuki

Rumiko Abe

A compound of the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each a hydrogen atom, a lower alkyl group, an ar(lower)alkyl group or an aryl group, or R.sub.1 and R.sub.2 may be combined together to form a lower alkylene group and/or R.sub.3 and R.sub.4 are combined together to form a lower alkylene group, or R.sub.1, R.sub.2, R.sub.3 and R.sub.4 may be combined together to form an o-phenylene group, X is a halogen atom and Y is an oxygen atom or a nitrogen atom substituted with lower alkyl or aryl, which is useful as an intermediate in the synthesis of 1.beta.-methylcarbapenem compounds valuable as antibiotics.

Heterocyclic compounds and their production

An amino acid derivative of the formula: ##STR1## wherein R.sup.1 is a protective group for hydroxyl, which is useful as an intermediate for production of antimicrobial agent.

Amino acid derivatives, and their production

A process for producing an anthracycline derivative represented by the general formula: ##STR1## where R.sup.1 is an acyl group, each of X.sup.1 and X.sup.2 is a hydrogen atom, a methoxy group, a hydroxyl group, a halogen atom or a lower alkyl group, each of Y.sup.1 and Y.sup.2 is a hydrogen atom, an alkoxy group or a hydroxyl group, and Z is a hydrogen atom or a protected hydroxyl group, which comprises reacting an anthracyclinone derivative represented by the general formula: ##STR2## where R is a hydrogen atom or a trialkylsilyl group, and X.sup.1, X.sup.2, Y.sup.1, Y.sup.2 and Z are as defined above, with a 1-acyl-sugar derivative represented by the general formula: ##STR3## where R.sup.2 is an acyl group and R.sup.1 is as defined above, in the presence of a silyl sulfonic acid derivative represented by the general formula:

Process for an anthracycline derivative, and an anthracyclinone

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Sagamihara, Japan

Yoshikazu Kimura