ES2043106T3 - Procedimiento para preparar s-metoprolol y sus productos intermedios. - Google Patents

Procedimiento para preparar s-metoprolol y sus productos intermedios.

Info

Publication number
ES2043106T3
ES2043106T3 ES89850122T ES89850122T ES2043106T3 ES 2043106 T3 ES2043106 T3 ES 2043106T3 ES 89850122 T ES89850122 T ES 89850122T ES 89850122 T ES89850122 T ES 89850122T ES 2043106 T3 ES2043106 T3 ES 2043106T3
Authority
ES
Spain
Prior art keywords
formula
chem
metoprolol
isopropyloxazolidin
hydroxymethyl
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 - Lifetime
Application number
ES89850122T
Other languages
English (en)
Inventor
Britt Ingela Keding
Bo Axel Richard Lindqvist
Bengt Bertil Samuelsson
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.)
Astra Pharmaceutical Production AB
Astra USA Inc
Original Assignee
Astra Pharmaceutical Production AB
Astra Pharmaceutical Products Inc
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 Astra Pharmaceutical Production AB, Astra Pharmaceutical Products Inc filed Critical Astra Pharmaceutical Production AB
Application granted granted Critical
Publication of ES2043106T3 publication Critical patent/ES2043106T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/24—Oxygen atoms attached in position 2 with hydrocarbon radicals, substituted by oxygen atoms, attached to other ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/06—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton from hydroxy amines by reactions involving the etherification or esterification of hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
    • C07C217/30—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring
    • C07C217/32—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

SE DESCRIBE UN PROCESO PARA PREPARAR SS - METOPROLOL DE LA FORMULA I; O UNA SAL SUYA CON PUREZA ENANTIOMERICA, DONDE SE PREPARA UN ESTER DE ACIDO SULFONILO (S) - 5 HIDROXIMETIL - 3 ISOPROPILOXAZOLIDIN - 2 - ONA DE LA FORMULA II; Y ADEMAS REACCIONA CON UN FENOL 4 - (2 - METOXIETILO) DE LA FORMULA III; Y EL INTERMEDIARIO INTERMEDIO DE LA FORMULA IV; SE HIDROLIZA A S METOPROLOL, Y DONDE EL ESTER DE ACIDO SULFONICO (S) - 5 HIDROXI METIL - 3 - ISOPROPILOXAZOLIDIN - 2 - ONA DE LA FORMULA II SE PREPARA POR REACCION DE (S) - 3 - ISOPROPILAMINO - 1,2 - PROPENEDIOL DE LA FORMULA V; CON UN ESTER ACIDO CLOROFORMICO DE LA FORMULA VI; DONDE R'', ES UN GRUPO ALQUILO QUE TIENE DE 1 A 3 ATOMOS DE CARBONO O UN GRUPO FENILO PARA LA FORMACION DE (S) - 5 HIDROXIMETIL - 3 ISOPROPILOXAZOLIDIN - 2 - ONA DE LA FORMULA VII; QUE REACCIONA CON UN ACIDO SULFONICO DE LA FORMULA VIII; DONDE R'''' ES UN GRUPO ARILO TAL QUE TOLILO Y X ES UN HALOGENO CL, PARA LA FORMACION DEL ESTER DE LA FORMULA II QUE SE ENRIQUECE CONEL (S) ENANTIOMERO POR CRISTALIZACION.
ES89850122T 1988-04-22 1989-04-19 Procedimiento para preparar s-metoprolol y sus productos intermedios. Expired - Lifetime ES2043106T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SE8801518A SE8801518D0 (sv) 1988-04-22 1988-04-22 A novel process

Publications (1)

Publication Number Publication Date
ES2043106T3 true ES2043106T3 (es) 1993-12-16

Family

ID=20372103

Family Applications (1)

Application Number Title Priority Date Filing Date
ES89850122T Expired - Lifetime ES2043106T3 (es) 1988-04-22 1989-04-19 Procedimiento para preparar s-metoprolol y sus productos intermedios.

Country Status (12)

Country Link
US (1) US5034535A (es)
EP (1) EP0339006B1 (es)
JP (1) JP2550410B2 (es)
AT (1) ATE78026T1 (es)
AU (1) AU607323B2 (es)
DE (1) DE68902001T2 (es)
ES (1) ES2043106T3 (es)
GR (1) GR3005827T3 (es)
HK (1) HK25095A (es)
NZ (1) NZ228780A (es)
SE (1) SE8801518D0 (es)
SG (1) SG2195G (es)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0576617B1 (en) * 1991-03-18 1996-08-07 Sepracor, Inc. Composition and method containing optically pure (s) metoprolol
EP0647634A1 (en) * 1993-10-08 1995-04-12 Duphar International Research B.V Method of preparing a heterocyclic intermediate for the production of optically active aryloxy-substituted vicinal aminoalcohols
EP0647633A1 (en) * 1993-10-08 1995-04-12 Duphar International Research B.V Method of preparing a heterocyclic intermediate for the production of optically active aryloxysubstituted vicinal aminoalcohols
US5942633A (en) * 1996-06-19 1999-08-24 Abbott Laboratories Process for the selective alkylation of betaxolol intermediates
US5731463A (en) * 1996-09-23 1998-03-24 Abbott Laboratories Selective alkylation of an alcohol substituted phenol compound
WO2010061366A1 (en) * 2008-11-28 2010-06-03 Corden Pharma Ip Limited Manufacture of bisoprolol and intermediates therefor
KR101379383B1 (ko) * 2012-03-23 2014-04-02 주식회사 알에스텍 고순도 ⒮―메토프롤롤의 제조방법
BR112019016588A2 (pt) * 2017-02-10 2020-03-31 Basf Se Processo de remoção de gases ácidos de um fluxo de fluido e uso de absorvente
CN111812228B (zh) * 2020-06-19 2021-11-05 山东省药学科学院 一种超高效液相色谱测定酒石酸美托洛尔及其片剂杂质的方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3641152A (en) * 1968-09-23 1972-02-08 Warner Lambert Pharmaceutical 3 4-dihydronaphthalenoneoxy-2-hydroxy-propylamines
SE386892B (sv) * 1972-07-06 1976-08-23 Haessle Ab Forfarande for framstellning av oxaminoforeningar
CH635573A5 (en) * 1977-03-24 1983-04-15 Sandoz Ag Process for preparing novel 1,2-dihydroxypropane derivatives
US4348393A (en) * 1978-06-09 1982-09-07 Delalande S.A. N-Aryl oxazolidinones, oxazolidinethiones, pyrrolidinones, pyrrolidines and thiazolidinones
US4296242A (en) * 1979-06-06 1981-10-20 Schering Corporation Process for the preparation of chiral 3-amino-2-hydroxypropionic acid and N-blocked derivatives thereof
JPS5767544A (en) * 1980-10-13 1982-04-24 Maruko Seiyaku Kk Improved preparation of 1-2(allylphenyxy)-3-isopropylaminopropan-2-ol
US4473501A (en) * 1981-05-04 1984-09-25 G. D. Searle & Co. Dihydro azino isoquinolines
JPS62108870A (ja) * 1985-11-06 1987-05-20 Kanegafuchi Chem Ind Co Ltd 光学活性５−スルホニルオキシメチル−２−オキサゾリジノン誘導体及びその製造方法
WO1987003583A1 (en) * 1985-12-04 1987-06-18 E.I. Du Pont De Nemours And Company Synthesis of aryloxypropanolamines and arylethanolamines
US4990668A (en) * 1985-12-04 1991-02-05 E. I. Du Pont De Nemours And Company Optically active aryloxypropanolamines and arylethanolamines
EP0279844A4 (en) * 1986-09-02 1990-06-05 Du Pont AFLÖSUNG VON DE dl-METHYL-3-4- (2-HYDROXY-3-ISOPROPYLAMINO) PROPOXY] PHENYLPROPIONAT (DL-ESMOLOL)].

Also Published As

Publication number Publication date
SE8801518D0 (sv) 1988-04-22
DE68902001T2 (de) 1993-02-11
AU607323B2 (en) 1991-02-28
AU3311589A (en) 1989-10-26
EP0339006B1 (en) 1992-07-08
DE68902001D1 (de) 1992-08-13
SG2195G (en) 1995-06-16
JP2550410B2 (ja) 1996-11-06
EP0339006A1 (en) 1989-10-25
HK25095A (en) 1995-03-03
JPH0222253A (ja) 1990-01-25
GR3005827T3 (es) 1993-06-07
US5034535A (en) 1991-07-23
NZ228780A (en) 1991-10-25
ATE78026T1 (de) 1992-07-15

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