ES2194588B1 - Precursores opticamente puros de paroxetina. - Google Patents

Precursores opticamente puros de paroxetina.

Info

Publication number
ES2194588B1
ES2194588B1 ES200101648A ES200101648A ES2194588B1 ES 2194588 B1 ES2194588 B1 ES 2194588B1 ES 200101648 A ES200101648 A ES 200101648A ES 200101648 A ES200101648 A ES 200101648A ES 2194588 B1 ES2194588 B1 ES 2194588B1
Authority
ES
Spain
Prior art keywords
precursors
optically pure
paroxetine
pure paroxetine
hydroxymethylpiperidines
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
ES200101648A
Other languages
English (en)
Other versions
ES2194588A1 (es
Inventor
Miguel Bayod Jasanada
Victor M. Sanchez Pedregal
Vicente Gotor Santamaria
M. Rosario Brieva Collado
Gonzalo de Gonzalo Calvo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AsturPharma SA
Universidad de Oviedo
Original Assignee
AsturPharma SA
Universidad de Oviedo
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 AsturPharma SA, Universidad de Oviedo filed Critical AsturPharma SA
Priority to ES200101648A priority Critical patent/ES2194588B1/es
Priority to EP02380156A priority patent/EP1283200A3/en
Priority to US10/192,768 priority patent/US20030018048A1/en
Publication of ES2194588A1 publication Critical patent/ES2194588A1/es
Application granted granted Critical
Publication of ES2194588B1 publication Critical patent/ES2194588B1/es
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
    • 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
    • C12P17/10—Nitrogen as only ring hetero atom
    • C12P17/12—Nitrogen as only ring hetero atom containing a six-membered hetero ring
    • 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
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Procedimiento biocatalítico de obtención de derivados ópticamente enriquecidos de trans-4-(4-fluorofenil)-3-hidroximetilpiperidinas basado en la resolución enzimática de precursores racémicos de fórmula III (donde R3 es preferentemente fenilo o bencilo) mediante acilación del hidroxilo. Dependiendo de la enzima y de las condiciones de reacción, se puede obtener cualquiera de los dos enantiómeros con alta pureza enantiomérica. Estos compuestos son importantes intermedios en la síntesis del antidepresivo paroxetina.
ES200101648A 2001-07-13 2001-07-13 Precursores opticamente puros de paroxetina. Expired - Fee Related ES2194588B1 (es)

Priority Applications (3)

Application Number Priority Date Filing Date Title
ES200101648A ES2194588B1 (es) 2001-07-13 2001-07-13 Precursores opticamente puros de paroxetina.
EP02380156A EP1283200A3 (en) 2001-07-13 2002-07-10 Optically pure paroxetine precursors
US10/192,768 US20030018048A1 (en) 2001-07-13 2002-07-10 Optically pure paroxetine precursors

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES200101648A ES2194588B1 (es) 2001-07-13 2001-07-13 Precursores opticamente puros de paroxetina.

Publications (2)

Publication Number Publication Date
ES2194588A1 ES2194588A1 (es) 2003-11-16
ES2194588B1 true ES2194588B1 (es) 2004-10-16

Family

ID=8498396

Family Applications (1)

Application Number Title Priority Date Filing Date
ES200101648A Expired - Fee Related ES2194588B1 (es) 2001-07-13 2001-07-13 Precursores opticamente puros de paroxetina.

Country Status (3)

Country Link
US (1) US20030018048A1 (es)
EP (1) EP1283200A3 (es)
ES (1) ES2194588B1 (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2211327B1 (es) * 2002-12-18 2005-10-16 Astur Pharma S.A. Precursores opticamente puros de paroxetina.
ES2228274B1 (es) * 2003-09-24 2006-06-01 Astur Pharma, S.A. Sintesis quimioenzimatica de (+)-citalopram y (-)-citalopram.
EP2550873A1 (en) 2011-07-29 2013-01-30 AMBIENTE E NUTRIZIONE S.r.l. Process for the deep-freezing of a fluid food preparation
CN110446495B (zh) 2017-02-17 2023-09-05 特维娜有限公司 含有7元氮杂杂环的δ阿片受体调节化合物及其使用和制备方法
WO2023070605A1 (en) * 2021-10-29 2023-05-04 Trevena, Inc. Methods of preparing 6-membered aza-heterocyclic containing delta-opioid receptor modulating compounds

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU220962B1 (hu) * 1989-11-13 2002-07-29 Pfizer Inc. Optikailag aktív 5-[3-(exo-biciklo[2.2.1]hept-2-il-oxi)-4-metoxi-fenil]-3,4,5,6-tetrahidropirimidin-2(1H)-on, enantiomere, valamint intermedierjeik
DE69739561D1 (de) * 1996-06-13 2009-10-15 Sumitomo Chemical Co Piperidin Derivative als Zwischenprodukte zur Herstellung von Paroxetine und Verfahren zu ihrer Herstellung
AU769260B2 (en) * 1998-10-07 2004-01-22 Georgetown University Monomeric and dimeric heterocycles, and therapeutic uses thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
BASE DE DATOS CA en STN, AN 135:180691 & A. GOSWAMI et al. Organic Process Research and Development, Vol. 5, páginas 415-420, 2001, "Chemical and enzymatic resolution of (R,S)-N-(t-butoxycarbonyl)-3-hydroxymethylpiperidine". Resumen. *

Also Published As

Publication number Publication date
EP1283200A3 (en) 2003-03-05
ES2194588A1 (es) 2003-11-16
US20030018048A1 (en) 2003-01-23
EP1283200A2 (en) 2003-02-12

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