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    2.
    发明专利
    未知

    公开(公告)号：AT346086T

    公开(公告)日：2006-12-15

    申请号：AT99944783

    申请日：1999-09-22

    Applicant: KANEKA CORP

    Inventor： MOROSHIMA TADASHI ,  YANAGIDA YOSHIFUMI ,  FUSE YOSHIHIDE ,  UEDA YASUYOSHI

    IPC: C07K5/068 ,  A61K38/05 ,  A61P9/12 ,  C07K5/02 ,  C07K5/06

    Abstract: The process for producing N -(1(S)-carboxy-3-phenylpropyl)-L-lysyl-L-proline in a simple, efficient and industrially advantageous manner, which comprises: the first step of subjecting the N -(1(S)-alkoxycarbonyl-3-phenylpropyl)-N -trifluoroacetyl-L-lysyl -L-proline (1) to alkali hydrolysis in a mixed solution composed of water and a hydrophilic organic solvent using an inorganic base in an amount of n molar equivalents (n >/= 3) per mole of the above compound (1), the second step of neutralizing the hydrolysis product using an inorganic acid in an amount of (n - 1) to n molar equivalents (n >/= 3) and removing the inorganic salt formed by causing the same to precipitate out from a solvent system suited for decreasing the solubility of the inorganic salt, and the third step of causing the compound (2) existing in the mixture after removal of the inorganic salt to crystallize out at the isoelectric point thereof and thereby recovering the compound (2) in the form of crystals while retaining the salts comprising the trifluoroacetic acid-derived organic acid salt in a state dissolved in the mother liquor.

    3.
    发明专利
    未知

    公开(公告)号：DE69830307T2

    公开(公告)日：2006-02-02

    申请号：DE69830307

    申请日：1998-07-21

    Applicant: KANEKA CORP

    Inventor： UEDA YASUYOSHI ,  KINOSHITA KOICHI ,  MOROSHIMA TADASHI ,  YANAGIDA YOSHIFUMI ,  FUSE YOSHIHIDE

    IPC: A61P9/12 ,  C07K1/02 ,  C07K1/08 ,  C07K5/02 ,  C07K5/06 ,  C07K5/062

    Abstract: Preparation of salts of N-(1(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanyl amino acid derivatives of formula (R1)NH-CH(R2)-CO2H (I) comprises: (a) condensing an amino acid with N-(1(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanine N-carboxyanhydride of formula (II), under basic conditions; (b) decarboxylating the condensate under neutral to acidic conditions to give (I); and (c) and converting (I) to its salt. Steps (a), (b) and optionally (c) are carried out in aqueous liquid to inhibit the formation of by-products of formula (III): -N(R1)CH(R2)-C(O)- = e.g. group of formula (i).

    PROCESO PARA LA PREPARACION DE N2-(1(S)-CARBOXI-3-FENILPROPIL)-L-LISIL-L-PROLINA.
    8.
    发明专利
    PROCESO PARA LA PREPARACION DE N2-(1(S)-CARBOXI-3-FENILPROPIL)-L-LISIL-L-PROLINA. 未知

    公开(公告)号：ES2277446T3

    公开(公告)日：2007-07-01

    申请号：ES99944783

    申请日：1999-09-22

    Applicant: KANEKA CORP

    Inventor： MOROSHIMA TADASHI ,  YANAGIDA YOSHIFUMI ,  FUSE YOSHIHIDE ,  UEDA YASUYOSHI

    IPC: C07K5/068 ,  A61K38/05 ,  A61P9/12 ,  C07K5/02 ,  C07K5/06

    Abstract: Un proceso para producir N2-(1(S)-carboxi-3-fenilpropil)-L-silil-L-prolina de la fórmula (2): a partir de una N2-(1(S)-alcoxicarbonil-3-fenilpropil)-N6-trifluoroacetil-L-lisil-L-prolina de la fórmula general (1): en la cual R representa un grupo alquilo, que comprende: el primer paso: someter la N2-(1(S)-alcoxicarbonil-3-fenilpropil)-N6-trifluoroacetil-L-lisil-L-prolina (1) a hidrólisis alcalina en un sistema disolvente que se selecciona de entre una solución mixta compuesta de agua y un disolvente orgánico hidrófilo, y agua utilizando una base inorgánica en una cantidad de n equivalentes molares (n > 3) por mol del compuesto (1) anterior, el segundo paso: neutralizar el producto de hidrólisis utilizando un ácido inorgánico en una cantidad de (n-1) a n equivalentes molares (n > 3) y separar y retirar la sal inorgánica formada a partir de la base inorgánica y el ácido inorgánico anteriores en la mezcla de reacción haciendo que la misma se separe precipitada de un sistema disolvente adecuadopara reducir la solubilidad de la sal inorgánica, seleccionándose dicho sistema disolvente de un disolvente orgánico hidrófilo, un disolvente mixto compuesto de agua y un disolvente orgánico hidrófilo, y agua, y el tercer paso: hacer que la N2-(1(S)-carboxi-3-fenilpropil)-L-silil-L-prolina (2) existente en la mezcla después de la eliminación de la sal inorgánica se separe cristalizada de un sistema disolvente en el punto iso-eléctrico del mismo, seleccionándose dicho sistema disolvente de un disolvente orgánico hidrófilo, un disolvente mixto compuesto de agua y un disolvente orgánico hidrófilo, y agua, y recuperar con ello la N2-(1(S)-carboxi-3-fenilprop-il)-L-silil-L-prolina (2) en forma de cristales en tanto que se retienen las sales que comprenden principalmente la sal de ácido orgánico derivada del ácido trifluoroacético en un estado disuelto en las aguas madres.

    9.
    发明专利
    未知

    公开(公告)号：DE69934084D1

    公开(公告)日：2007-01-04

    申请号：DE69934084

    申请日：1999-09-22

    Applicant: KANEKA CORP

    Inventor： MOROSHIMA TADASHI ,  YANAGIDA YOSHIFUMI ,  FUSE YOSHIHIDE ,  UEDA YASUYOSHI

    IPC: C07K5/068 ,  A61K38/05 ,  A61P9/12 ,  C07K5/02 ,  C07K5/06

    Abstract: The process for producing N -(1(S)-carboxy-3-phenylpropyl)-L-lysyl-L-proline in a simple, efficient and industrially advantageous manner, which comprises: the first step of subjecting the N -(1(S)-alkoxycarbonyl-3-phenylpropyl)-N -trifluoroacetyl-L-lysyl -L-proline (1) to alkali hydrolysis in a mixed solution composed of water and a hydrophilic organic solvent using an inorganic base in an amount of n molar equivalents (n >/= 3) per mole of the above compound (1), the second step of neutralizing the hydrolysis product using an inorganic acid in an amount of (n - 1) to n molar equivalents (n >/= 3) and removing the inorganic salt formed by causing the same to precipitate out from a solvent system suited for decreasing the solubility of the inorganic salt, and the third step of causing the compound (2) existing in the mixture after removal of the inorganic salt to crystallize out at the isoelectric point thereof and thereby recovering the compound (2) in the form of crystals while retaining the salts comprising the trifluoroacetic acid-derived organic acid salt in a state dissolved in the mother liquor.

    10.
    发明专利
    未知

    公开(公告)号：AT296311T

    公开(公告)日：2005-06-15

    申请号：AT98932585

    申请日：1998-07-21

    Applicant: KANEKA CORP

    Inventor： UEDA YASUYOSHI ,  KINOSHITA KOICHI ,  MOROSHIMA TADASHI ,  YANAGIDA YOSHIFUMI ,  FUSE YOSHIHIDE

    IPC: A61P9/12 ,  C07K1/02 ,  C07K1/08 ,  C07K5/02 ,  C07K5/06 ,  C07K5/062

    Abstract: Preparation of salts of N-(1(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanyl amino acid derivatives of formula (R1)NH-CH(R2)-CO2H (I) comprises: (a) condensing an amino acid with N-(1(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanine N-carboxyanhydride of formula (II), under basic conditions; (b) decarboxylating the condensate under neutral to acidic conditions to give (I); and (c) and converting (I) to its salt. Steps (a), (b) and optionally (c) are carried out in aqueous liquid to inhibit the formation of by-products of formula (III): -N(R1)CH(R2)-C(O)- = e.g. group of formula (i).

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