公开(公告)号：JPH01104194A

公开(公告)日：1989-04-21

申请号：JP26202487

申请日：1987-10-16

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZO

IPC: C12P41/00 ,  C12R1/22 ,  C12R1/645

Abstract: PURPOSE:To produce D-(-)-tartaric acid with industrially advantage by culturing a microorganism which is capable of assimilating L-(+)-tartaric acid, but substantially not assimilating D-(-)-tartaric acid in a medium containing DL-tartaric acid. CONSTITUTION:A microorganism in Cryptococcus, Trichosporon, or Klebsiella, capable of assimilating L-(+)-tartaric acid, but substantially not assimilating D-(-)-tartaric acid, is cultured in a medium containing DL-tartaric acid to effect asymmetric decomposition of L-(+)-tartaric acid. Then, remaining D-(-)- tartaric acid is isolated and collected from the culture mixture. An example of the microorganism is Cryptococcus laurentii ATCC 36832. The concentration of DL-tartaric acid in the medium is usually 1-300g/l, preferably 30-150g/l.

公开(公告)号：JPS6455193A

公开(公告)日：1989-03-02

申请号：JP20994987

申请日：1987-08-24

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  ITO NORIKO ,  IMAMURA SHINZO

IPC: C12P41/00 ,  C12R1/01 ,  C12R1/05 ,  C12R1/185 ,  C12R1/20 ,  C12R1/38 ,  C12R1/40 ,  C12R1/425 ,  C12R1/645 ,  C12R1/72 ,  C12R1/78 ,  C12R1/84 ,  C12R1/88

Abstract: PURPOSE:To selectively assimilate only L-aspartic acid and readily obtain D- aspartic acid, by cultivating a specific microorganism capable of assimilating only the L-aspartic acid in a culture medium containing DL-aspartic acid. CONSTITUTION:A microorganism, belonging to the genus Bacterium, Escherichia, Serratia Alcaligenes, Flavobacterium, Providencia, Pseudomonas, Debaryomyces, Hansenula, Pichia, Saccharomycopsis, Candida, Torulopsis, Cryptococcus, etc., and having selective assimilating ability to assimilate only L-aspartic acid without assimilating D-aspartic acid is cultivated in a culture medium containing DL-aspartic acid as a carbon and nitrogen sources. The resultant culture fluid is then subjected to centrifugation to remove the microbial cells therefrom and afford the aimed D-aspartic acid.

公开(公告)号：JPS6032766A

公开(公告)日：1985-02-19

申请号：JP13763483

申请日：1983-07-29

Applicant: TORAY INDUSTRIES

Inventor： FUJII SUNAO ,  IMAMURA SHINZOU ,  SATOU HARUYO

IPC: C07D205/08 ,  B01J23/00 ,  B01J23/44 ,  C07B61/00 ,  C07D207/16

Abstract: PURPOSE:To obtain a proline ester convertible to proline (amino acid) chemically or biochemically in high yield by one stage from a butyric acid derivative, by reacting a 2-cyanoethylglycine ester with hydrogen in the presence of a palladium catalyst. CONSTITUTION:A 2-cyanoethylglycine ester shown by the formula I (R is lower alkyl, etc., especially ethyl) is reacted with hydrogen in the presence of a palladium catalyst to give a proline ester shown by the formula II advantageously. The starting substance, for example, is obtained by subjecting acrylonitrile to Michael addition to a Schiff base of glycine ester and benzophenone, hydrolyzing the reaction product in the presence of an acid, and it may be in the form of a salt such as hydrochloride, etc.

公开(公告)号：JPS58955A

公开(公告)日：1983-01-06

申请号：JP9829481

申请日：1981-06-26

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07C255/28 ,  C07C67/00 ,  C07C253/00 ,  C07C255/61

Abstract: PURPOSE:To prepare the titled compound useful as an intermediate of amino acid, with simplified process, under mild conditions, in high yield, by reacting N-(diphenylmethylene)glycinonitrile with acrylamide. CONSTITUTION:The 4-cyano-4-(diphenylmethylene)aminobutyric acid amide of formula II can be prepared by reacting N-(diphenylmethylene)glycinonitrile of formulaIwith acrylamide in a solvent, preferably in a binary-phase solvent system containing a phase-transfer catalyst, in the presence of a base, at 0-80 deg.C, preferably at 0-40 deg.C. The compound of formula II can be converted to 4-amino- 4-cyanobutyric acid amide of formula III and benzophenone by hydrolyzing in the presence of an acid, and glutamic acid of formula IV can be obtained by heating the compound of formula III in the presence of an acid or base. The by-produced benzophenone is recycled and reused as a raw material of the compound of formulaI.

公开(公告)号：JPS57130972A

公开(公告)日：1982-08-13

申请号：JP1687081

申请日：1981-02-09

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU ,  KURAMOTO HIROYOSHI

IPC: C07D209/18 ,  C07D209/20 ,  C07D403/06

Abstract: PURPOSE:To prepare tryptophan hydantoin, by hydrolyzing the compound obtained by the reaction of N-(diphenylmethylene)aminoacetonitrile with gramine in the presence of an alkyl sulfate, etc., and reacting the hydrolyzate with ammonium carbonate. CONSTITUTION:The objective compound of formula IV is prepared by (1) reacting the compound of formulaIwith gramine in the presence of an alkyl sulfate of formula R R SO4 (R and R are H or 1-4C alkyl, and are not H at the same time) or an alkyl halide of formula R X (R is 1-12C alkyl or aralkyl; X is Cl, Br or I), (2) hydrolyzing the resultant compound of formula II in the presence of an acid to afford the compound of formula III, and (3) reacting the product with ammonium carbonate. EFFECT:The objective compound can be prepared in high yield with simplified steps, and the by-products can be reused as a raw material for the preparation of starting raw material. USE:Intermediate of tryptophan.

公开(公告)号：JPS56166152A

公开(公告)日：1981-12-21

申请号：JP6888480

申请日：1980-05-26

Applicant: TORAY INDUSTRIES

Inventor： IMAMURA SHINZOU ,  SATOU HARUYO ,  OONO AKIRA

IPC: C07C209/28 ,  C07C67/00 ,  C07C209/00 ,  C07C211/09

Abstract: PURPOSE:To obtain the titled compound useful as a foaming catalyst of polyurethane in high yield with a small amount of formic acid to be used, by methylating hexamethylenediamine reductively with an acid containing a formaldehyde and at least formic acid in a specific proportion. CONSTITUTION:Hexamethylenediamine (HD) of formula I is reacted with an acid containing a formaldehyde and at least formic acid to give the titled compound (TM-HD) of formula III. In the reaction, the formaldehyde in an amount of 3.95- 4.20mol calculated as formaldehyde based on one mole HD, formic acid in an amount of (6.0-x) to (6.5-x)mol as the acid and y moles monobasic organic acid and/or z moles dibasic organic acid are used. Values of x, y and z are as follows: x is 0.5-2.0; y and z are positive numbers including 0; x=y+2z. The amount of raw chemicals, particularly the formic acid, can be reduced as compared with the conventional method, and TM-HD can be obtained with saved resources and energy.

公开(公告)号：JPS55145668A

公开(公告)日：1980-11-13

申请号：JP5402579

申请日：1979-05-04

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D223/12

Abstract: PURPOSE:To prepare alpha-dimethylamino-epsilon-caprolactam, economically, in an industrial scale, by reacting alpha-amino-epsilon-caprolactam with an N-methylol compound and formic acid at a specific temperature. CONSTITUTION:alpha-Dimethylamino-epsilon-caprolactam is prepared by reacting alpha-amino- epsilon-caprolactam with an N-methylol compound and formic acid at 80-110 deg.C. The N- methylol compound, which is formaldehyde source, is pref. alpha-dimethylamino-N - methylol-epsilon-caprolactam, however, other methylol compounds having amide group, ureide group, etc., and capable of forming methylol compound in the presence of formaldehyde and formic acid, can also be used. The compound may be mixed with formaldehyde before the reaction.

公开(公告)号：JPH1121261A

公开(公告)日：1999-01-26

申请号：JP17458497

申请日：1997-06-30

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  FUNABASHI KEIKO

IPC: C07C45/86 ,  C07C49/517

Abstract: PROBLEM TO BE SOLVED: To chemically stably preserve an optically active α-substituted ketone with preventing racemization, by adding an inorganic oxide to the ketone. SOLUTION: An inorganic oxide such as a zeolite or silica gel as a substance to adsorb a polar substance is added to an optically active α-substituted ketone of the formula (R and R are each a 1-8C alkyl, a 1-18C aryl, aralkyl, etc.; R is a 1-4C alkyl, a halogen, etc.), which is sufficiently stirred and preserved. The preservation is carried out at

公开(公告)号：JPH10218863A

公开(公告)日：1998-08-18

申请号：JP33522697

申请日：1997-12-05

Applicant: TORAY INDUSTRIES

Inventor： FUJINO TOSHIHIRO ,  SATOU HARUYO

IPC: C07D241/04 ,  C07B57/00

Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as an intermediate for medicines by a method high in the recovery of a resolving agent and in production efficiency by using an optically active acidic amino acid derivative as the resolving agent. SOLUTION: The mixture of a (+)-2-piperazinecarboxylic acid derivative with (-)-2-piperazinecarboxylic acid derivative as a raw material is brought into contact with a resolving agent such as an optically active N-acyl acidic amino derivative of the formula [R is H, a 1-10C alkyl; (n) is 1, 2] in an amount of 0.4-1.1 mole per mole of the raw material to produce the diastereoisomer salt. The obtained diastereoisomer salt is usually deposited from the solution at 0-100 deg.C, and the deposited salt is disintegrated to separate the optically active (+)-2-piperazinecarboxylic acid derivative, etc., from the resolving agent.

公开(公告)号：JPH1072388A

公开(公告)日：1998-03-17

申请号：JP17458597

申请日：1997-06-30

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IWATA SHIHO

IPC: C07D207/48 ,  C07B53/00 ,  C07B57/00 ,  C07C27/02 ,  C07C33/22 ,  C07C35/08 ,  C07C41/40 ,  C07C43/196 ,  C07C231/20 ,  C07C233/47 ,  C07C233/51 ,  C07C233/83 ,  C07C235/34 ,  C07C235/52 ,  C07C237/22 ,  C07C269/08 ,  C07C271/22 ,  C07C303/44 ,  C07C311/06 ,  C07C311/13 ,  C07C311/19 ,  C07C311/27 ,  C07C311/29 ,  C07D209/42

Abstract: PROBLEM TO BE SOLVED: To efficiently obtain an optically active alcohol having high optical purity by carrying out optical resolution of amino acid esters comprising optically active amino acids and racemic alcohols and then hydrolyzing the resultant optically active aminoacid esters. SOLUTION: (C) Aminoacid esters synthesized by reacting (A) racemic alcohols with (B) optically active amino acids are subjected to diastereomer resolution to afford (D) the objective optically active amino acid esters. Further, the component D is hydrolyzed to provide the objective optically active alcohols important as raw materials for medicines and agrochemicals. The component A includes alkyl secondary alcohols such as methylethyl alcohol or aralkyl alcohols such as α-phenylethyl alcohol. The component B includes preferably natural type L-α-amino acids. Thereby, an optically active alcohol having high optical purity can readily be produced from racemic alcohol and the recovered optically active amino acid can be recycled.