Kaneka Corporation

Kanegafuchi Kagaku Kogyo Kabushiki Kaisha

Natsuki Mori

Fumihiko Kano

Noritaka Yoshida

Shigeki Kunihiro

Kazunori Kan

Junzo Hasegawa

Ikuo Sawa

Fumihiko Kanou

Hidetoshi Kutsuki

Toshihiro Takeda

Kiyoshi Watanabe

Shunichi Maemoto

Takeshi Furuta

The present invention provides a method to improve the optical purity of 1-benzyl-3-aminopyrrolidine having a low optical purity using an inexpensive agent via a simple procedure. The present invention provides a method for improving the optical purity of 1-benzyl-3-aminopyrrolidine including the steps of converting 1-benzyl-3-aminopyrrolidine into an equimolar salt with an optically inactive acid, and recovering the salt as crystals. The present invention also provides a salt of 1-benzyl-3-aminopyrrolidine that is used in the method.

Method of heightening optical purity of 1-benzyl-3-aminopyrrolidine and salt for used therein

Sulfonic acid ester derivatives represented by the general formula (4) or (5) are produced by reacting an amino alcohol derivative represented by the general formula (1) or (2) with an organic sulfonyl halide represented by the general formula (3), in a mixed solvent composed of an aprotic organic solvent and water in the presence of a non-water-prohibiting inorganic base. This procedure can be carried out in a simple, easy, safe and economical manner while reducing the load on the environment.Wherein n represents an integer of 0 to 5, A represents a phenyl group, which may be substituted, R represents a methanesulfonyl, ethanesulfonyl, p-toluenesulfonyl or p-nitrobenzenesulfonyl group and X represents a chloride, bromine or iodine atom.

Process for the production of sulfonic esters

Sulfonic acid ester derivatives represented by the general formula (4) or (5) are produced by reacting an amino alcohol derivative represented by the general formula (1) or (2) with an organic sulfonyl halide represented by the general formula (3), in a mixed solvent composed of an aprotic organic solvent and water in the presence of a non-water-prohibiting inorganic base. This procedure can be carried out in a simple, easy, safe and economical manner while reducing the load on the environment. Wherein n represents an integer of 0 to 5, A represents a phenyl group, which may be substituted, R represents a methanesulfonyl, ethanesulfonyl, p-toluenesulfonyl or p-nitrobenzenesulfonyl group and X represents a chloride, bromine or iodine atom.

Process for producing butyric ester derivatives

Process for preparing pyrrolidine derivatives

Process for preparing carboxylic acid derivative

A method for the preparation of optically active 3-hydroxypyrrolidine derivatives is disclosed, which comprises the steps of: hydrolyzing a mixture of (R)- and (S)-N-benzyl-3-acyloxypyrrolidine by the use of microorganisms or enzymes with stereospecific esterase activity; and separating optically active N-benzyl-3-hydroxypyrrolidine and optically active N-benzyl-3-acyloxypyrrolidine from the hydrolysate obtained in the foregoing step.

Method for the preparation of optically active 3-hydroxypyrrolidine

A process for preparing optically active 2-halo-1-phenyl ethanol having the general formula [I*]: ##STR1## wherein X is a halogen atom, by asymmetrically reducing 2-halo-acetophenone having the general formula [II]: ##STR2## wherein X is as above, to give optically active 2-halo-1-phenyl ethanol, (R)-form or (S)-form, employing the microorganism. ##STR3## According to the present invention, optically active 2-halo-1-phenyl ethanol can be prepared with a good optical purity and yield in a simple process.

Process for preparing optically active 2-halo-1-phenyl ethanol

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Kakogawa, Japan

Natsuki Mori