Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai

Nissan Chemical Industries Limited

Kuraray Co., Ltd.

Sri International

Kirin Beer Kabushiki Kaisha

Microbial Chemistry Research Foundation

Sanraku-ocean Co., Ltd.

Kuniaki Tatsuta

Hamao Umezawa

Tomio Takeuchi

Hamao Umezawa, Deceased

Hiroshi Naganawa

Sumio Umezawa

Yoshikazu Takahashi

Shohachi Nakajima

Hiroyuki Kawai

Takaaki Aoyagi

Yoshin Tamai

Shunzo Fukatsu

Tomoyuki Ishikura

Masao Yamamoto

Rokuro Okamoto

Tsuyoshi Inoue

Noboru Otake

Shigeki Kikuyama

Masaya Imoto

Atsuo Odagawa

Shingo Yano

Kazuo Maruhashi

Nobuyasu Komeshima

Kohki Kiyoshima

Kunio Isshika

Shigeyuki Mizobuchi

The present invention relates to a process for production of a steroid compound having a partial structure represented by Formula (2) by oxidizing a steroid compound having a partial structure represented by Formula (1), without the need of any special apparatus, in a safe and economical manner, with less adverse affect on environment, in a simple and high efficient manner. Specifically, the invention relates to a process for producing a steroid compound having a partial structure of ring A and ring B of the steroid skeleton represented by Formula (2):  

Process for production of steroid compound

To provide &#x3b1;-substituted vinyltin useful for the search for function-developing substances such as pharmaceuticals/agrichemicals and functional materials and for the construction of a compound library. An &#x3b1;-substituted vinyltin compound represented by the formula (1), a tautomer or salt of the compound or a solvate thereof:RCH&#x2550;C(R)Sn(R)&#x2003;&#x2003;(1)wherein Ris a Calkyl group, a Caryl group or the like, Ris a Caryl group, a Cheterocyclyl group, a Ccycloalkyl group or the like, and Ris a carbamoyl group, a thiocarbamoyl group, an isocyanate group, an isothiocyanate group, a formylamino group, a thioformylamino group, an isonitrile group, an urea group, a carbamate group or the like.

&#x3b1;-Substituted vinyltin compound

The present invention provides a production method of quinoline derivative (V)wherein each symbol is as defined in the Specification, which includes reacting quinolinecarbaldehyde (I) with any of the compounds (II) to (IV) in the presence of a base, followed by hydrolysis.

Processes for preparing quinoline derivatives and intermediates thereof

The present invention provides new physiological active substance erbstatin analogue compounds of a general formula (I), which have excellent tyrosine-specific protein-kinase inhibitory activity, antitumor activity and antimicrobial activity. ##STR1## (in which R.sup.1 represents a hydrogen atom, a lower alkanoyl group or a lower alkyl group; n represents a positive integer of 1 to 3;

Physiologically active erbstatin analogue compounds and compositions

Disclosed is a process for producing a 10-hydroxyanthracycline of the following formula (II) which comprises reacting a compound of the following formula (I) or an acid addition salt thereof with an N-oxide of a tertiary amine ##STR1## wherein: R.sup.1 through R.sup.6 each designate any of H, OH and OCH.sub.3 ; R.sup.7 designates any of H, OH and a sugar residue; and R.sup.8 designates any of C.sub.2 H.sub.5, COCH.sub.3, CH(OH)CH.sub.3, CH(OH)CH.sub.2 (OH) and COCH.sub.2 OH. In accordance with this process, it is possible to efficiently introduce a hydroxyl group into the 10-position of an anthracycline having no substitutent at the same position thereof.

Process for producing 10-hydroxyanthracyclines

Known compound, optically active arphamenine A can now be synthesized in an optically active pure form and in a favorable yield by a new process comprising consecutive steps with starting from L-arginine, wherein racemization of intermediate reaction products can be minimized.

Synthesis of arphamenine A

For the preparation of 4'-0-tetrahydropyranyladriamycin b, the 9,14-position of the starting adriamycin is previously protected with phenylboronic acid and then the 4'-position of the thus protected adriamycin is selectively tetrahydropyranylated. After the tetrahydropyranylation, the by-product of 4'-0-tetrahydropyranyladriamycin a is converted to the aimed product of 4'-0-tetrahydropyranyladriamycin b. The yield of the product of 4'-0-tetrahydropyranyladriamycin b is high. The present invention provides a method for the preparation of 4'-0-tetrahydropyranyladriamycin b, where 3,4-dihydro-2H-pyran is added to a reaction solution containing a 9,14-protected adriamycin as obtained by (a) reacting adriamycin and phenyl-boronic acid or (b) reacting 4'-0-tetrahydropyranyladriamycin b and phenylboronic acid in the presence of an acid catalyst, for 4'-tetrahydropyranylation of the said 9,14-protected adriamycin, and then, the 9,14-protected position of the resulting product is deprotected and 4'-0-tetrahydropyranyladriamycin b is isolated by chromatography with silica-gel.

Method for the preparation of 4'-0-tetrahydropyranyladriamycin b

Disclosed is a novel anthracycline compound of the following formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are each a hydroxyl group or a hydrogen atom and satisfy the condition that, when R.sup.2 is a hydroxyl group, R.sup.1 is a hydroxyl group or a hydrogen atom, whereas, when R.sup.2 is a hydrogen atom, R.sup.1 is a hydrogen atom, or an acid addition salt thereof. These compounds can be contained as active ingredients in antitumor agents, whereby good results are attainable.

Anthracycline compounds

Compounds of the following general formula ##STR1## wherein R.sup.1 and R.sup.2 represent a hydrogen atom or a lower alkanoyl group;

Derivatives of macrolide antibiotics

Disclosed is 3'-deamino-3'-morpholino-carminomycin, a new anthracycline glycoside having both antimicrobial and antitumor activity. Also disclosed is a new N-alkylation procedure for preparing the above compound as well as the known anthracyclines, 3'-deamino-3'-morpholino-adriamycin and 3'-deamino-3'-morpholino-daunomycin, in high yield.

3'-Deamino-3'-morpholino carminomycin

A new and improved process for the preparation of C-4' etherified anthracycline glycoside derivatives is provided. The new process involves fewer steps than the prior art process and gives the antibiotic end-products in higher yield.

Anthracycline glycoside 14-halo,4'-ether

New 4-demethoxy-11-deoxydaunomycin and 4-demethoxy-11-deoxyadriamycin anthracycline derivatives have been prepared and found to be useful antimicrobial and antitumor agents.

4-Demethoxy,11-deoxy anthracycline derivatives

New anthracycline derivatives of adriamycin and daunomycin prepared by the etherification of the C-4' and/or C-14 hydroxyl groups of the starting material glycosides are found to be useful antimicrobial and antitumor agents.

Antitumor anthracycline antibiotics

By protecting the aldehyde group of a macrolide series antibiotics with a cyclic acetal or thioacetal, novel macrolide derivatives can be produced from the macrolide series antibiotics by releasing successively, the sugar moieties bonded to the macrolide antibiotics. The novel marcolide derivatives obtained by this invention, that is, the derivatives of a macrolide series antibiotics produced by releasing partially or wholly the sugar moieties bonded are useful as intermediates for producing novel macrolide series antibiotics.

Novel macrolactone derivatives and process of producing them

By protecting the aldehyde group of a macrolide series antibiotics with a cyclic acetal or thioacetal, novel macrolide derivatives can be produced from the macrolide series antibiotics by releasing successively, the sugar moieties bonded to the macrolide antibiotics. The novel macrolide derivatives obtained by this invention, that is, the derivatives of a macrolide series antibiotics produced by releasing partially or wholly the sugar moieties bonded are useful as intermediates for producing novel macrolide series antibiotics.

Growing community of inventors

Tokyo, Japan

Kuniaki Tatsuta