MX375358B - Proceso para la preparación de droxidopa - Google Patents

Proceso para la preparación de droxidopa

Info

Publication number
MX375358B
MX375358B MX2017001399A MX2017001399A MX375358B MX 375358 B MX375358 B MX 375358B MX 2017001399 A MX2017001399 A MX 2017001399A MX 2017001399 A MX2017001399 A MX 2017001399A MX 375358 B MX375358 B MX 375358B
Authority
MX
Mexico
Prior art keywords
droxidopa
threo
methylenedioxyphenyl
serine
preparation
Prior art date
Application number
MX2017001399A
Other languages
English (en)
Other versions
MX2017001399A (es
Inventor
Rao Mysore Aswatha Narayana
Ponnekanti Purnachandra Rao
Divi Satchandra Kiran
Shaik Nowshuddin
Original Assignee
Divi´S Laboratories 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 Divi´S Laboratories Ltd filed Critical Divi´S Laboratories Ltd
Publication of MX2017001399A publication Critical patent/MX2017001399A/es
Publication of MX375358B publication Critical patent/MX375358B/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/001—Amines; Imines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/16—Preparation 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 not involving the amino or carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/04—Alpha- or beta- amino acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • C12P17/04—Oxygen as only ring hetero atoms containing a five-membered hetero ring, e.g. griseofulvin, vitamin C
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
    • C12P41/007—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures by reactions involving acyl derivatives of racemic amines
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y305/00—Hydrolases acting on carbon-nitrogen bonds, other than peptide bonds (3.5)
    • C12Y305/01—Hydrolases acting on carbon-nitrogen bonds, other than peptide bonds (3.5) in linear amides (3.5.1)
    • C12Y305/01014—Aminoacylase (3.5.1.14)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Genetics & Genomics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Analytical Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Se describe un proceso novedoso para la preparacion de L - treo - dihidroxifeniloserina (Droxidopa). Comprende la hidrolisis enantioselectiva de (DL) - treo - N - acetilo - 3 - (3,4 - metilenedioxifenilo) - serina racemica usando L - amino acilasa de Aspergillus sp. Comercialmente disponible (EC 3.5.1.14) en presencia de iones de cobalto, para obtener (L) - treo - 3 - (3,4 - metilenedioxifenilo) - serina seguido de desalquilacion para obtener Droxidopa. La proteccion del grupo amino de (L) - treo - 3 - (3,4 - metilenedioxifenilo) - serina usando o bien benciloxicarbonilo o bien grupo ftaloil antes de desalquilacion seguido de desproteccion del grupo amino tiene como resultado la obtencion de Droxidopa en altos rendimientos y pureza.
MX2017001399A 2016-05-17 2017-01-30 Proceso para la preparación de droxidopa MX375358B (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IN201641017019 2016-05-17

Publications (2)

Publication Number Publication Date
MX2017001399A MX2017001399A (es) 2017-11-16
MX375358B true MX375358B (es) 2025-03-06

Family

ID=60329903

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2017001399A MX375358B (es) 2016-05-17 2017-01-30 Proceso para la preparación de droxidopa

Country Status (2)

Country Link
US (1) US9920342B2 (es)
MX (1) MX375358B (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111386267B (zh) 2017-11-24 2023-12-12 H.隆德贝克有限公司 用于治疗帕金森病的新儿茶酚胺前药
ES2975412T3 (es) * 2018-06-21 2024-07-05 Fis Fabbrica Italiana Sintetici Spa Proceso enzimático para la preparación de droxidopa
US11111263B2 (en) 2019-05-20 2021-09-07 H. Lundbeck A/S Process for the manufacture of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4aR,10aR)-7-hydroxy-1-propyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid
US11168056B2 (en) 2019-05-20 2021-11-09 H. Lundbeck A/S Process for the manufacturing of (6aR,10aR)-7-propyl-6,6a,7,8,9,10,10a,11-octahydro-[1,3]dioxolo[4′,5′:5,6]benzo[1,2-G]quinoline and (4aR,10aR)-1-propyl-1,2,3,4,4a,5,10,10a-octahydro-benzo[G]quinoline-6,7-diol
US11130775B2 (en) 2019-05-20 2021-09-28 H. Lundbeck A/S Solid forms of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4aR,10aR)-7-hydroxy-1-propyl-1,2,3,4,4A,5,10,10A-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid
US11104697B2 (en) 2019-05-20 2021-08-31 H. Lundbeck A/S Process for the manufacture of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4AR,10AR)-7-hydroxy-1- propyl-1,2,3,4,4A,5,10,10A-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid
JP7514859B2 (ja) 2019-05-21 2024-07-11 ハー・ルンドベック・アクチエゼルスカベット パーキンソン病の治療に使用するための新規なカテコールアミンプロドラッグ
EP3972600B1 (en) 2019-05-21 2026-02-18 H. Lundbeck A/S Catecholamine carbamate prodrugs for use in the treatment of parkinson s disease
JP7641234B2 (ja) 2019-05-21 2025-03-06 ハー・ルンドベック・アクチエゼルスカベット パーキンソン病の治療に使用するための新規なカテコールアミンプロドラッグ
CN113727974B (zh) 2019-05-21 2025-01-07 H.隆德贝克有限公司 用于治疗帕金森病的新儿茶酚胺前药
CN113307741B (zh) * 2020-02-26 2024-05-14 东莞市东阳光仿制药研发有限公司 一种屈昔多巴的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4480109A (en) 1982-01-14 1984-10-30 Sumitomo Chemical Company, Limited Process for producing threo-3-(3,4-dihydroxyphenyl)serine
CA1223602A (en) 1983-05-25 1987-06-30 Naohito Ohashi Process for producing 3-(3,4-dihydroxyphenyl) serine
JPS6098995A (ja) 1983-11-04 1985-06-01 Microbial Chem Res Found 光学活性３−（３，４−ジヒドロキシフエニル）セリン，およびその誘導体の製造法
JP2005278401A (ja) * 2002-09-09 2005-10-13 Nippon Kayaku Co Ltd 光学活性−エリスロ−３−シクロヘキシルセリンの製造方法
JP2005204644A (ja) 2004-01-20 2005-08-04 Miat Spa （−）−（２ｓ，３ｒ）−２−アミノ−３−ヒドロキシ−３−フェニルプロピオン酸誘導体の製法
WO2013142093A1 (en) 2012-03-20 2013-09-26 Chelsea Therapeutics, Inc. Method for the synthesis of droxidopa

Also Published As

Publication number Publication date
MX2017001399A (es) 2017-11-16
US20170335357A1 (en) 2017-11-23
US9920342B2 (en) 2018-03-20

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