Ajinomoto Co., Ltd.

Colorado State University Research Foundation

Tomoyuki Onishi

Kunisuke Izawa

Naoko Hirose

Masakazu Nakazawa

Takashi Nakano

Takashi Tsuji

Toshihiro Matsuzawa

Yasuyuki Otake

Takayuki Suzuki

Seiji Niwa

Hisayuki Uneyama

Takayoshi Torii

Yuichi Suzuki

Robert M Williams

Ryoji Noyori

Daisuke Takahashi

Takao Ikariya

Morikazu Kito

Yutaka Honda

Takayuki Hamada

Akira Takahara

Yukitsugu Ono

Satoshi Iwayama

Seiji Ohno

Masahiko Okunishi

Sachiko Oka

Takaaki Sekiyama

Daigaku Hideura

Chika Mukai

Lactones represented by the formula 2or 2: are provided, where each Ph is, independently, an unsubstituted or substituted phenyl group. These lactones are suitable for the synthesis of various &#x3b1;-hydroxy acids and 1,2-diols.

Chiral lactones

Herein are disclosed a process for increasing in purity, or purifying, an N-protected-&#x3b2;-aminoalcohol which process comprises (i) adding water to a polar organic solvent in which an N-protected-&#x3b2;-aminoalcohol such as a (2R,3S)- or (2S,3R)-3-tert-butoxycarbonylamino-1-halo-2-hydroxy-4-phenylbutane or the like, or (ii) crystallizing such an N-protected-&#x3b2;-aminoalcohol from a diol or a diol-based mixed solvent, and a process for producing the corresponding N-protected-&#x3b2;-aminoepoxide which process comprises treating, with a base, the thus purity-enhanced N-protected-&#x3b2;-aminoalcohol. Such N-protected-&#x3b2;-aminoalcohols and N-protected-&#x3b2;-aminoepoxides are both useful as synthetic intermediates for medicine compounds, such as, e.g., HIV protease inhibitor and the like.

Processes for preparation of N-protected-&#x3b2;-amino alcohols and N-protected-&#x3b2;-amino epoxides

Dihydropyridine derivatives of the following formula, analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel. They are used as remedies for various diseases relating to the N-type calcium channel such as encephalopathies caused by the ischemia in the acute phase after the onset of cerebral infarction, cerebral hemorrhage or the like, Alzheimer's disease, etc.

Dihydropyridine derivative

A process for producing &#x3b1;-aminohalomethyl ketones or N-protected &#x3b1;-aminohalomethyl ketones from specified 3-oxazolidin-5-one derivatives via 5-halomethyl-5-hydroxy-3-oxazolidine derivatives. By this process, &#x3b1;-aminohalomethyl ketones and compounds relating to them can be obtained efficiently and economically in industrial scale.

Process for producing &#x3b1;-aminoketones

A process of preparing an optically active halohydrin compound characterized by comprising asymmetric hydrogen transfer reduction of an &#x3b1;-haloketone compound in the presence of a group 9 transition metal compound having a substituted or unsubstituted cyclopentadienyl group and an optically active diamine compound. The asymmetric hydrogen transfer reduction is preferably conducted in the presence of a base.

Process for producing optically active halohydrin compound

Production method of &bgr;-amino-&agr;-hydroxycarboxylic acid

Method for producing epoxide crystal

The present invention provides a production method including adding water to a solution of (2R,3S)-3-tert-butoxycarbonylamino-1,2-epoxy-4-phenylbutane ((2R,3S)-epoxide compound) or (2S,3R)-3-tert-butoxycarbonylamino-1,2-epoxy-4-phenylbutane ((2S,3R)-epoxide compound) in a polar solvent to allow crystallization, whereby to produce crystals of the (2R,3S)-epoxide compound or the (2S,3R)-epoxide compound conveniently in a high yield by an industrial production method without requiring an extremely low temperature.

Production method of epoxide crystal

A process for producing &agr;-aminohalomethyl ketones or N-protected &agr;-aminohalomethyl ketones from specified 3-oxazolidin-5-one derivatives via 5-halomethyl-5-hydroxy-3-oxazolidine derivatives. By this process, &agr;-aminohalomethyl ketones and compounds relating to them can be obtained efficiently and economically in industrial scale.

Process for producing &agr;-aminoketones

An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.

A process for producing &agr;-amino-dihalogenated methyl ketone derivatives by reacting an N-protected &agr;-amino acid ester with a dihalomethyl lithium is provided. This process is suitable for the production on an industrial scale and by this process, &agr;-amino-dihalogenated methyl ketone derivatives and &bgr;-amino-&agr;-hydroxycarboxylic acid derivatives can be obtained efficiently and economically advantageously.

Process for producing &agr;-aminoketone derivatives

Herein is disclosed a process for producing an &agr;-aminohalomethyl ketone derivative which comprises subjecting to catalytic reduction the corresponding &agr;-aminodihalomethyl ketone derivative, and which process is efficient and suited for industrial production thereof.

Process for producing &agr;-aminohalomethyl ketone derivatives

Process for producing alpha-aminoketones

Dihydropyridine derivatives of the following formula, analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel. They are used as remedies for various diseases relating to the N-type calcium channel.

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Kawasaki, Japan

Tomoyuki Onishi