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公开(公告)号：AU2003221087A1
公开(公告)日：2003-10-20
申请号：AU2003221087
申请日：2003-04-08
Applicant: UBE INDUSTRIES
Inventor： MIYATA HIROYUKI , YAMAMOTO YASUHITO , KONEGAWA TADAYOSHI , SAKATA KAZUMA
Abstract: The present invention discloses a process which comprises selectively hydrolyzing one enantiomer of racemic mixtures of an N-substituted beta-amino acid alkyl ester or N-substituted 2-homopipecolic acid ester represented by the formula (I): wherein Ar, R 1 , R 2 , R 3 , R 4 and R 5 are the same as defined in the specification, in the presence of a hydrolase to form an optically active ((R) or (S))-N-substituted beta-amino acid or optically active ((R) or (S))-N-substituted 2-homopipecolic acid represented by the formula (II): and simultaneously to obtain an unreacted optically active ((S) or (R))-N-substituted beta-amino acid alkyl ester or unreacted optically active ((S) or (R))-N-substituted 2-homopipecolic acid ester represented by the formula (III): which has a reverse steric absolute configuration to that of the compound represented by the formula (II).
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公开(公告)号：CA2583322C
公开(公告)日：2014-02-25
申请号：CA2583322
申请日：2005-10-11
Applicant: UBE INDUSTRIES
Inventor： KONEGAWA TADAYOSHI , MIYATA HIROYUKI , YAMAMOTO YASUHITO
IPC: C12P41/00 , C07B53/00 , C07C227/18 , C07C229/34
Abstract: The present invention relates to a process for preparing an optically active (S or R)-.beta.-amino acid represented by the formula (II): (see formula II) wherein R represents an alkyl group, alkenyl group, alkynyl group, cycloalkyl group, aralkyl group, aryl group or heteroaryl group each of which may have a substituent(s), and * represents an asymmetric carbon atom, and an optically active (R or S)-.beta.-amino acid ester represented by the formula (III): (see formula III) wherein R has the same meaning as defined above, R1 represents an alkyl group which may have a substituent(s), and represents an asymmetric carbon atom, provided that it has a reverse absolute configuration to that of the compound of the formula (II), which comprises selectively hydrolyzingwater and one of enantiomers of a .beta.-amino acid ester represented by the formula (I): (see formula I ) wherein R and R1 have the same meanings aa defined above, which is a racemic mixture, in the presence of a hydrolase in an organic solvent.
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公开(公告)号：DE602005026577D1
公开(公告)日：2011-04-07
申请号：DE602005026577
申请日：2005-10-11
Applicant: UBE INDUSTRIES
Inventor： KONEGAWA TADAYOSHI , MIYATA HIROYUKI , YAMAMOTO YASUHITO
IPC: C12P41/00 , C07C227/18 , C07C229/34 , C12P13/22
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公开(公告)号：ES2359253T3
公开(公告)日：2011-05-19
申请号：ES05793727
申请日：2005-10-11
Applicant: UBE INDUSTRIES
Inventor： KONEGAWA TADAYOSHI , MIYATA HIROYUKI , YAMAMOTO YASUHITO
IPC: C12P13/04 , C07C227/18 , C07C229/34 , C12P13/22 , C12P41/00
Abstract: Un procedimiento para preparar un (S o R)-ß-aminoácido ópticamente activo representado por la fórmula (II): en la que R representa un grupo alquilo que tiene de 1 a 10 átomos de carbono que puede estar sustituido con un átomo de halógeno, un grupo hidroxilo, un grupo alcoxilo que tiene de 1 a 4 átomos de carbono, un grupo amino, un grupo dialquilamino, un grupo ciano o un grupo nitro; un grupo alquenilo que tiene de 2 a 10 átomos de carbono que puede estar sustituido con un átomo de halógeno, un grupo hidroxilo, un grupo alcoxilo que tiene de 1 a 4 átomos de carbono, un grupo amino, un grupo dialquilamino, un grupo ciano o un grupo nitro; un grupo alquinilo que tiene de 2 a 10 átomos de carbono que puede estar sustituido con un átomo de halógeno, un grupo hidroxilo, un grupo alcoxilo que tiene de 1 a 4 átomos de carbono, un grupo amino, un grupo dialquilamino, un grupo ciano o un grupo nitro; un grupo cicloalquilo que tiene de 3 a 10 átomos de carbono que puede estar sustituido con un grupo alquilo que tiene de 1 a 6 átomos de carbono, un átomo de halógeno, un grupo hidroxilo, un grupo alcoxilo que tiene de 1 a 4 átomos de carbono, un grupo amino, un grupo dialquilamino, un grupo ciano o un grupo nitro; un grupo arilalquilo que puede estar sustituido con un grupo alquilo que tiene de 1 a 10 átomos de carbono, un grupo nitro, un grupo hidroxilo, un átomo de halógeno, un grupo alcoxilo que tiene de 1 a 10 átomos de carbono, un grupo arilalquiloxilo que tiene de 7 a 10 átomos de carbono, un grupo ariloxilo, un grupo alcoxialcoxilo, un grupo monoalquilamino, un grupo dialquilamino, un grupo acilamino, un grupo ciano o un grupo alquilo halogenado; un grupo arilo que puede estar sustituido con un grupo alquilo que tiene de 1 a 4 átomos de carbono, un grupo hidroxilo, un átomo de halógeno, un grupo alcoxilo que tiene de 2 a 4 átomos de carbono, un grupo alquilendioxi, un grupo nitro, un grupo ciano o un grupo alquilo halogenado; o un grupo heteroarilo que puede estar sustituido con un grupo alquilo que tiene de 1 a 4 átomos de carbono, un grupo hidroxilo, un átomo de halógeno, un grupo alcoxilo que tiene de 2 a 4 átomos de carbono, un grupo amino, un grupo nitro, un grupo ciano o un grupo alquilo halogenado, y * representa un átomo de carbono asimétrico, y un éster de (R o S)-ß-aminoácido ópticamente activo representado por la fórmula (III): en la que R tiene el mismo significado definido antes, R 1 representa un grupo alquilo que tiene de 1 a 10 átomos de carbono que puede estar sustituido con un átomo de halógeno, un grupo hidroxilo, un grupo alcoxilo que tiene de 1 a 4 átomos de carbono, un grupo dialquilamino o un grupo ciano, y * representa un átomo de carbono asimétrico, con tal que tenga una configuración absoluta inversa a la del compuesto de fórmula (II), que comprende hacer reaccionar selectivamente agua y uno de los enantiómeros de un éster de ß-aminoácido representado por la fórmula (I): en la que R y R 1 tienen los mismos significados definidos antes, que es una mezcla racémica, en presencia de una lipasa en al menos un disolvente orgánico seleccionado entre el grupo constituido por un hidrocarburo alifático, un hidrocarburo aromático, un éter y una cetona, en el que la cantidad de agua que se debe usar es de 0,1 a 10 mol en relación a 1 mol del éster de ß-aminoácido que es una mezcla racémica.
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公开(公告)号：CA2484530A1
公开(公告)日：2003-10-30
申请号：CA2484530
申请日：2003-04-18
Applicant: UBE INDUSTRIES
Inventor： SAKATA KAZUMA , KONEGAWA TADAYOSHI , MIYATA HIROYUKI , YAMAMOTO YASUHITO
Abstract: A 3-substituted oxyglutaric diester compound represented by the following formula (I): (I) [wherein R1's may be the same or different and each represents (un)substituted alkyl; and R2 represents (un)substituted alkyl, (un)substituted alkenyl, (un)substituted aralkyl, or (un)substituted aryl]; and an optically active 3-substituted oxyglutaric monoester compound represented by the formula (IV): (IV) (wherein R1 and R2 are the same as defined above).
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Patent Agency Ranking
公开(公告)号：CA2481839A1
公开(公告)日：2003-10-16
申请号：CA2481839
申请日：2003-04-08
Applicant: UBE INDUSTRIES
Inventor： SAKATA KAZUMA , YAMAMOTO YASUHITO , KONEGAWA TADAYOSHI , MIYATA HIROYUKI
Abstract: A process in which a racemic mixture of an N-substituted .szlig.-amino acid alkyl ester or N-substituted 2-homopipecolic acid ester represented by the general formula (I): (I) (wherein Ar, R1, R2, R3, R4, and R5 are as defined in the description) is subjected to selective hydrolysis of only either of the enantiomers in the presence of a hydrolase to yield an optically active, N- substituted ((R) or (S))-.szlig.-amino acid or optically active, N-substitut ed ((R) or (S))-2-homopipecolic acid represented by the general formula (II): (II) and simultaneously obtain the unreacted, optically active, N-substitute d ((S) or (R))-.szlig.-amino acid alkyl ester or unreacted, optically active, N- substituted ((S) or (R))-2-homopipecolic acid ester represented by the gener al formula (III): (III) which has the absolute configuration opposite to that o f the compound represented by the general formula (II).
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公开(公告)号：AT499449T
公开(公告)日：2011-03-15
申请号：AT05793727
申请日：2005-10-11
Applicant: UBE INDUSTRIES
Inventor： KONEGAWA TADAYOSHI , MIYATA HIROYUKI , YAMAMOTO YASUHITO
IPC: C12P13/04 , C07C227/18 , C07C229/34 , C12P13/22 , C12P41/00
Abstract: The present invention relates to a process for preparing an optically active (S or R)-²-amino acid represented by the formula (II): wherein R represents an alkyl group, alkenyl group, alkynyl group, cycloalkyl group, aralkyl group, aryl group or heteroaryl group each of which may have a substituent(s), and * represents an asymmetric carbon atom, and an optically active (R or S)-²-amino acid ester represented by the formula (III): wherein R has the same meaning as defined above, R 1 represents an alkyl group which may have a substituent(s), and * represents an asymmetric carbon atom, provided that it has a reverse absolute configuration to that of the compound of the formula (II), which comprises selectively hydrolyzingwater and one of enantiomers of a ²-amino acid ester represented by the formula (I): wherein R and R 1 have the same meanings as defined above, which is a racemic mixture, in the presence of a hydrolase in an organic solvent.
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公开(公告)号：CA2583322A1
公开(公告)日：2006-04-13
申请号：CA2583322
申请日：2005-10-11
Applicant: UBE INDUSTRIES
Inventor： MIYATA HIROYUKI , KONEGAWA TADAYOSHI , YAMAMOTO YASUHITO
IPC: C12P41/00 , C07B53/00 , C07C227/18 , C07C229/34
Abstract: The present invention relates to a process for preparing an optically active (S or R)-²-amino acid represented by the formula (II): wherein R represents an alkyl group, alkenyl group, alkynyl group, cycloalkyl group, aralkyl group, aryl group or heteroaryl group each of which may have a substituent(s), and * represents an asymmetric carbon atom, and an optically active (R or S)-²-amino acid ester represented by the formula (III): wherein R has the same meaning as defined above, R 1 represents an alkyl group which may have a substituent(s), and * represents an asymmetric carbon atom, provided that it has a reverse absolute configuration to that of the compound of the formula (II), which comprises selectively hydrolyzingwater and one of enantiomers of a ²-amino acid ester represented by the formula (I): wherein R and R 1 have the same meanings as defined above, which is a racemic mixture, in the presence of a hydrolase in an organic solvent.
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公开(公告)号：AU2003235253A1
公开(公告)日：2003-11-03
申请号：AU2003235253
申请日：2003-04-18
Applicant: UBE INDUSTRIES
Inventor： YAMAMOTO YASUHITO , MIYATA HIROYUKI , KONEGAWA TADAYOSHI , SAKATA KAZUMA
Abstract: The present invention is to provide a 3-substituted oxyglutaric acid diester compound represented by the following formula (I): wherein R may be the same or different from each other, and represents a substituted or unsubstituted alkyl group, R represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group or a substituted or unsubstituted aryl group, and an optically active 3-substituted oxyglutaric acid monoester compound represented by the following formula (IV) : wherein R and R have the same meanings as defined above, and processes for preparing the same.
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10.发明公开PROCESS FOR PRODUCING EITHER OPTICALLY ACTIVE N-SUBSTITUTED BETA-AMINO ACID AND OPTICALLY ACTIVE N-SUBSTITUTED BETA-AMINO ACID ESTER OR OPTICALLY ACTIVE N-SUBSTITUTED 2-HOMOPIPECOLIC ACID AND OPTICALLY ACTIVE N-SUBSTITUTED 2-HOMOPIPECOLIC ACID ESTER 有权PROCESS用于制备任何的光学活性的N-取代的β-氨基酸和光学活性的N-取代的β-氨基酸酯或光学活性的N-取代2-HOMOPIPECOLINSÄURE和光学活性的N-取代的2-HOMOPIPECOLINSÄUREESTERS
公开(公告)号：EP1493819A4
公开(公告)日：2010-12-22
申请号：EP03715786
申请日：2003-04-08
Applicant: UBE INDUSTRIES
Inventor： MIYATA HIROYUKI , YAMAMOTO YASUHITO , KONEGAWA TADAYOSHI , SAKATA KAZUMA
CPC classification number: C12P41/005 , C12P13/04
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