Kaneka Corporation

Kanegafuchi Kagaku Kogyo Kabushiki Kaisha

Shingo Matsumoto

Kenji Inoue

Kazuhiko Matsuo

Tadashi Moroshima

Tadashi Sugawa

Kiyoshi Watanabe

Satomi Takahashi

Akira Nishiyama

Takehisa Ohashi

Hiroshi Awaji

Noboru Ueyama

Kazunori Kan

Yoshifumi Yanagida

Masashi Izumida

Masatoshi Ohnuki

Isao Sada

Aiming at production of an optically active 3-amino nitrogen-containing compound which is useful as an intermediate in synthesis of medicines and pesticides, in particular, an optically active 1-protected-3-aminopyrrolidine derivative, from an inexpensive and readily available raw material by a process which is efficient and can be practiced industrially, an optically active 3-amino nitrogen-containing compound is produced by performing a reaction of an optically active 3-substituted nitrogen-containing compound with ammonia, methylamine, ethylamine or dimethylamine in the presence of water. In addition, a 1-protected-3-aminopyrrolidine derivative is produced by performing a reaction of an optically active 1-protected-3-(sulfonyloxy)pyrrolidine derivative with ammonia, methylamine, ethylamine, or dimethylamine in the presence of methanol, ethanol, n-propanol, or isopropanol under a pressure of less than 30 barr.

Process for producing optically active 3-amino nitrogen-containing compounds

The present invention has its objects to provide a method for reducing &agr;-aminoketone derivatives under mild conditions with high stereoselectivity. This invention is a method for reducing &agr;-aminoketone which comprises reacting an a-aminoketone derivative of general formula (1) with a compound prepared from an organoaluminum compound of general formula (4), a sulfonic acid derivative of general formula (5), and an alcohol compound of general formula (6) to give an &agr;-aminoalcohol derivative of general formula (7)

Process for reducing &agr;-amino ketones

Processes for producing azetidine-2-carboxylic acid and intermediates

An object of the present invention is to provide a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative via efficient and industrially utilizable steps. The present invention provides a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative represented by the general formula (2) given below which comprises hydrolyzing an .alpha.-amino-.alpha.', .alpha.-dihaloketone derivative of the general formula (1) given below in the presence of a base, followed by protecting the amino group or without protecting the same. ##STR1##

Process for preparing .beta.-amino-.alpha.-hydroxy acid derivatives

A process for preparing a trans-.beta.-aroylacrylic ester which comprises reacting an aryl methyl ketone and an alkyl acetal of alkyl glyoxylate in the presence of an acid catalyst with heating. This process is excellent in operability, safety and ecomony and therefore is industrially advantageous process.

Process for preparing trans-.beta.-aroylacrylic ester

A process for preparing a 4-acetoxy-3-hydroxyethylazetidin-2-one derivative having the formula (II): ##STR1## wherein R.sup.1 is a protective group for the hydroxyl group, which comprises reactig a .beta.-lactam compound having the formula (I): ##STR2## wherein R.sup.1 is as difined above and R.sup.2, R.sup.3 and R.sup.4 are the same or different and each is a lower alkyl group having 1 to 4 carbon atoms or an aralkyl group, with acetic anhydride in the presence of a base and a catalyst selected from the group consisting of an organic strong acid, a mineral acid, a Lewis acid, a halogenated acyl compound having the formula (IV):

Process for preparing 4-acetoxy-3-hydroxyethylazetidin-2-one derivatives

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Himeji, Japan

Shingo Matsumoto