Kaneka Corporation

Narumi Kishimoto

Toshihiro Takeda

Akira Nishiyama

Nobuo Nagashima

Naoaki Taoka

Hiroaki Yasukouchi

Koji Machida

Kohei Mori

Masatoshi Ohnuki

A tri-carbobenzoxy-arginine represented by the following formula (2): is produced by carbobenzoxylating the arginine or arginine derivative (1) represented by the following formula (1), or a salt thereof: by adding carbobenzoxy chloride and a base in a water/organic solvent bilayer system to an arginine or arginine derivative (1) represented by the formula (1), or a salt thereof.

Method for producing tri-carbobenzoxy-arginine

Provided is a process for production of a &#x3b2;-amino-&#x3b1;-hydroxy carboxamide derivative that is important in production of drugs or the like. In the presence of a predetermined solvent, a &#x3b2;-(N-protected)amino-&#x3b1;-hydroxycarboxylic acid is reacted with an amine to conversion to a &#x3b2;-(N-protected)amino-&#x3b1;-hydroxy carboxamide derivative; then the derivative is deprotected for conversion to a &#x3b2;-amino-&#x3b1;-hydroxy carboxamide derivative; and the derivative is crystallized using a protic solvent to obtain a crystal. The high-purity &#x3b2;-amino-&#x3b1;-hydroxy carboxamide derivative can be stably produced on an industrial scale by the process.

Process for production of &#x3b2;-amino-&#x3b1;-hydroxy carboxamide derivative

The present invention provides a process for producing a 3-aralkyloxypyrrolidine derivative which is important for production of pharmaceutical products and the like. In the present invention, a N-protected-3-hydroxypyrrolidine is converted into a N-protected-3-aralkyloxypyrrolidine by allowing an aralkyl halide to act in the presence of a base and at least one of a metal halide and a phase-transfer catalyst followed by deprotecting a N-protecting group to convert it to a 3-aralkyloxypyrrolidine derivative and subsequently treating the derivative in a solvent containing a polar solvent, thereby obtaining the 3-aralkyloxypyrrolidine derivative as a crystal. According to the present invention, a 3-aralkyloxypyrrolidine derivative of high purity can be produced conveniently and efficiently on an industrial scale.

Process for production of aralkyloxypyrrolidine derivative

The present invention relates to a process for producing an optically active 1,4-pentanediol by asymmetrically reducing 5-hydroxy-2-pentanone, which is easily available at low cost. The present invention also relates to a process for producing an optically active 1-substituted 2-methylpyrrolidine including sulfonylating the optically active 1,4-pentanediol to convert it to an optically active sulfonate compound, and reacting the compound with an amine. According to the processes of the present invention, an optically active 1,4-pentanediol and an optically active 1-substituted 2-methylpyrrolidine, which are useful as an intermediate for medicines and an intermediate for agricultural chemicals, can be simply produced from an inexpensive starting material.

Processes for producing optically active 1-substituted 2-methylpyrrolidine

A process for easily producing an optically active &#x3b2;-amino alcohol useful as a pharmaceutical intermediate from an inexpensive, readily available starting material is provided. A readily available &#x3b1;-substituted ketone is reacted with an optically active amine to yield a diastereomer mixture of an optically active &#x3b1;-substituted aminoketone. One of the diastereomers is isolated optionally after the diastereomers are converted to salts with an acid. The optically active &#x3b1;-substituted aminoketone or a salt thereof thus isolated was stereoselectively reduced to yield an optically active &#x3b2;-substituted amino alcohol. The optically active &#x3b2;-substituted amino alcohol is subjected to hydrogenolysis to produce an optically active &#x3b2;-amino alcohol or a salt thereof.

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Takasago, Japan

Narumi Kishimoto