RESOLUTION OF RACEMATES OF PRIMARY AND SECONDARY HETEROATOM-SUBSTITUTED AMINES BY ENZYME-CATALYZED ACYLATION

    公开(公告)号:CA2210519C

    公开(公告)日:2006-03-21

    申请号:CA2210519

    申请日:1996-01-20

    Applicant: BASF AG

    Abstract: A process for preparing optically active primary and secondary heteroatom- substituted amines from the corresponding racemates is characterised in that (a) a racemic heteroatom-substituted amine is enantioselectively acylated in the presence of a hydrolase with an ester whose acid component bear a fluorine, nitrogen, phosphorus, oxygen or sulphu r atom next to the carbonyl carbon atom; (b) the mixture of optically active heteroatom-substituted amine and optically active acylated heteroatom-substituted amine is separated in order to produce an enantiomer of the heteroatom-substituted amine; (c) the other enantiomer of the heteroatom-substituted amine is optionally extracted from the acylated heteroatom-substituted amine by amide cleavage.

    SYNTHESIS OF OPTICALLY ACTIVE AMINOINDANOL

    公开(公告)号:CA2217880C

    公开(公告)日:2004-02-24

    申请号:CA2217880

    申请日:1996-05-07

    Applicant: BASF AG

    Abstract: A process for preparing enantiomerically pure cis-1-amino- 2-hydroxyindan, which comprises a) converting racemic trans-1-aminoindan-2-ol with acids or acid derivatives of the general formula RCOX by conventional methods into amides of type A where the substituents have the following meanings: R is hydrogen, C1-C6-alkyl, C3-C6-cycloalkyl and phenyl, it being possible for these groups to carry one to three halogen atoms and/or one to three of the following radicals: cyano, C1-C6-alkoxy, C1-C6-alkylthio, phenyl, phenylthio and phenoxy, it being possible for the phenyl radicals in turn to carry one to three of the following groups: C1-C4-alkyl, C1-C4-alkoxy, halogen, cyano and nitro, X is OH, halogen, OR1 and SR1, where R1 is C1-C6-alkyl, phenyl and COR, b) adding seed crystals of one enantiomer to a supersaturated solution or melt of the racemic amide A, c) isolating the crystals which have separated out, and again supersaturating the remaining mother liquor or melt after dissolving racemic amide A, and adding seed crystals of the other enantiomer, leading to selective crystallization of the latter, d) converting the resulting enantiomerically pure traps amide by conventional methods into the enantiomerically pure cis-1-amino-2-hydroxyindan.

    16.
    发明专利
    未知

    公开(公告)号:PT801683E

    公开(公告)日:2002-09-30

    申请号:PT96900601

    申请日:1996-01-20

    Applicant: BASF AG

    Abstract: A process for preparing optically active primary and secondary heteroatom-substituted amines from the corresponding racemates, which comprisesa) enantioselective acylation of a racemic heteroatom-substituted amine with an ester whose acid component carries a fluorine, nitrogen, phosphorus, oxygen or sulfur atom in the vicinity of the carbonyl carbon, in the presence of a hydrolase,b) separation of the mixture of optically active heteroatom-substituted amine and optically active acylated heteroatom-substituted amine to obtain one enantiomer of the heteroatom-substituted amine,c) if required isolation of the other enantiomer of the heteroatom-substituted amine from the acylated heteroatom-substituted amine by amide cleavage.

    17.
    发明专利
    未知

    公开(公告)号:PT824512E

    公开(公告)日:2001-04-30

    申请号:PT96915021

    申请日:1996-05-07

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP96/01884 Sec. 371 Date Oct. 28, 1997 Sec. 102(e) Date Oct. 28, 1997 PCT Filed May 7, 1996 PCT Pub. No. WO96/35660 PCT Pub. Date Nov. 14, 1996A process for preparing enantiomerically pure cis-1-amino-2-hydroxyindane, which comprises a) converting racemic trans-1-aminoindan-2-ol with acids or acid derivatives of the general formula RCOX by conventional methods into amides of type A A b) adding seed crystals of one enantiomer to a super-saturated solution or melt of the racemic amide A, c) isolating the crystals which have separated out, and again supersaturating the remaining mother liquor or melt after dissolving racemic amide A, and adding seed crystals of the other enantiomer, leading to selective crystallization of the latter, d) converting the resulting enantiomerically pure trans amide by conventional methods into the enantiomerically pure cis-1-amino-2-hydroxyindane.

    20.
    发明专利
    未知

    公开(公告)号:PT720655E

    公开(公告)日:2000-04-28

    申请号:PT94928365

    申请日:1994-09-16

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP94/03102 Sec. 371 Date Mar. 11, 1996 Sec. 102(e) Date Mar. 11, 1996 PCT Filed Sep. 16, 1994 PCT Pub. No. WO95/08636 PCT Pub. Date Mar. 30, 1995A process for producing optically active primary and secondary amines from the corresponding racemates is characterised in that (a) a racemic amine is enantioselectively acylated in the presence of a hydrolase with an ester whose acid component bears a fluorine, nitrogen, oxygen or sulphur atom at the proximity of the carbonyl carbon atom; (b) the mixture of optically active amine and optically active acylated amine is separated so that an enantiomer of amine is produced; (c) if desired the other enantiomer of the amine is extracted from the acylated amine by amide cleavage.

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