MX342892B - Un procedimiento para sintetizar compuestos de p-hidroxifenilglicina levorrotatoria. - Google Patents

Un procedimiento para sintetizar compuestos de p-hidroxifenilglicina levorrotatoria.

Info

Publication number
MX342892B
MX342892B MX2013006993A MX2013006993A MX342892B MX 342892 B MX342892 B MX 342892B MX 2013006993 A MX2013006993 A MX 2013006993A MX 2013006993 A MX2013006993 A MX 2013006993A MX 342892 B MX342892 B MX 342892B
Authority
MX
Mexico
Prior art keywords
compound
laevo
synthesizing
hydroxyphenylglycine
reaction
Prior art date
Application number
MX2013006993A
Other languages
English (en)
Other versions
MX2013006993A (es
Inventor
Xie Jianzhong
Guo Xiubin
Zhao Lixian
Liu Chao
Original Assignee
Henan Newland Pharm Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henan Newland Pharm Co Ltd filed Critical Henan Newland Pharm Co Ltd
Publication of MX2013006993A publication Critical patent/MX2013006993A/es
Publication of MX342892B publication Critical patent/MX342892B/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C229/36Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/18Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • C07B37/02Addition
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00Asymmetric syntheses
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B57/00Separation of optically-active compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/12Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/46Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/47Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/64Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/81Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/82Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/87Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

La presente invención se refiere al campo de la síntesis química, en particular a un procedimiento para sintetizar compuestos de p-hidroxifenilglicina levorrotatoria, que elimina los procesos posteriores de resolución, los procesamientos de racemización, etc., simplifica las etapas operativas; y se eligen ácidos de molécula orgánica pequeña como catalizador en la segunda etapa, que no solo conduce a la realización de una producción industrializada, sino que también hace que el valor de ee de los productos finales sea del 88,1~98,0% determinando el catalizador, el disolvente de reacción, la sustancia reactiva, la temperatura de reacción y la duración de la reacción; se usa un disolvente no acuoso en la segunda etapa para evitar la descarga de agua residual que contiene fenol, por lo que se reduce la contaminación medioambiental.
MX2013006993A 2012-02-15 2012-02-15 Un procedimiento para sintetizar compuestos de p-hidroxifenilglicina levorrotatoria. MX342892B (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2012/071159 WO2013120257A1 (zh) 2012-02-15 2012-02-15 一种左旋对羟基苯甘氨酸类化合物的合成方法

Publications (2)

Publication Number Publication Date
MX2013006993A MX2013006993A (es) 2013-12-06
MX342892B true MX342892B (es) 2016-10-18

Family

ID=48672096

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2013006993A MX342892B (es) 2012-02-15 2012-02-15 Un procedimiento para sintetizar compuestos de p-hidroxifenilglicina levorrotatoria.

Country Status (7)

Country Link
US (1) US8940928B2 (es)
JP (1) JP5767346B2 (es)
CA (1) CA2818094C (es)
ES (1) ES2429431B2 (es)
GB (1) GB2503341B (es)
MX (1) MX342892B (es)
WO (1) WO2013120257A1 (es)

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3860631A (en) * 1973-12-06 1975-01-14 Smithkline Corp Process for the preparation of n-acyl-2- and 4-hydroxyphenylglycines
CH614928A5 (es) * 1975-09-12 1979-12-28 Nobel Hoechst Chimie
NL9000653A (nl) 1990-03-21 1991-10-16 Kessels Gerard Werkwijze voor de bereiding van d-(-)-4-hydroxyfenylglycine en l-(+)-4-hydroxyfenylglycine, uitgaande van d.l.-4-hydroxyfenylglycine.
NL9101380A (nl) * 1991-08-13 1993-03-01 Dsm Nv Werkwijze voor de bereiding van een alfa-aminozuur, de overeenkomstige ester en amide.
CN1072926A (zh) 1992-11-19 1993-06-09 河北师范学院 D-(-)-[4-r]-苯甘氨酸的制备方法
JPH10279541A (ja) * 1997-04-02 1998-10-20 Nippon Shokubai Co Ltd 2−置換グリコール酸化合物及びその製造方法
CN100494165C (zh) 2006-03-29 2009-06-03 宝山钢铁股份有限公司 D-对羟基苯甘氨酸的制备方法
CN101362703B (zh) * 2007-08-09 2011-11-16 谢建中 对羟基苯甘氨酸合成技术
CN100519514C (zh) 2008-03-13 2009-07-29 河北宏源化工有限公司 D-对羟基苯甘氨酸的制备方法
WO2009127446A1 (en) * 2008-04-17 2009-10-22 Deretil, S.A. METHOD FOR THE PREPARATION OF D-p-HYDROXYPHENYLGLYCINE
CN101613298A (zh) * 2008-06-25 2009-12-30 河南新天地药业有限公司 水相拆分法生产d-(-)-对羟基苯甘氨酸技术
CN102603449B (zh) * 2012-02-15 2015-07-15 河南新天地药业股份有限公司 一种左旋对羟基苯甘氨酸类化合物的合成方法

Also Published As

Publication number Publication date
US8940928B2 (en) 2015-01-27
ES2429431A2 (es) 2013-11-14
ES2429431B2 (es) 2014-05-30
CA2818094C (en) 2016-11-08
GB201308404D0 (en) 2013-06-19
JP5767346B2 (ja) 2015-08-19
JP2014515733A (ja) 2014-07-03
GB2503341B (en) 2020-04-15
GB2503341A (en) 2013-12-25
ES2429431R1 (es) 2013-12-17
US20140350295A1 (en) 2014-11-27
CA2818094A1 (en) 2013-08-15
WO2013120257A1 (zh) 2013-08-22
MX2013006993A (es) 2013-12-06

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