DK0938467T3 - Fremgangsmåde til fremstilling af optisk rene isomerer af formoterol - Google Patents
Fremgangsmåde til fremstilling af optisk rene isomerer af formoterolInfo
- Publication number
- DK0938467T3 DK0938467T3 DK97946623T DK97946623T DK0938467T3 DK 0938467 T3 DK0938467 T3 DK 0938467T3 DK 97946623 T DK97946623 T DK 97946623T DK 97946623 T DK97946623 T DK 97946623T DK 0938467 T3 DK0938467 T3 DK 0938467T3
- Authority
- DK
- Denmark
- Prior art keywords
- optically pure
- formoterol
- pure isomers
- preparing optically
- disclosed
- Prior art date
Links
- BPZSYCZIITTYBL-UHFFFAOYSA-N formoterol Chemical class C1=CC(OC)=CC=C1CC(C)NCC(O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-UHFFFAOYSA-N 0.000 title 1
- 229960002848 formoterol Drugs 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 abstract 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical class OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 1
- BPZSYCZIITTYBL-YJYMSZOUSA-N R-Formoterol Chemical compound C1=CC(OC)=CC=C1C[C@@H](C)NC[C@H](O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-YJYMSZOUSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000006264 debenzylation reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- FGQPWFQIHSYHLV-UHFFFAOYSA-N n-[5-(oxiran-2-yl)-2-phenylmethoxyphenyl]formamide Chemical compound O=CNC1=CC(C2OC2)=CC=C1OCC1=CC=CC=C1 FGQPWFQIHSYHLV-UHFFFAOYSA-N 0.000 abstract 1
- CVGPWMGXKOKNFD-UHFFFAOYSA-N n-benzyl-1-(4-methoxyphenyl)propan-2-amine Chemical compound C1=CC(OC)=CC=C1CC(C)NCC1=CC=CC=C1 CVGPWMGXKOKNFD-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic 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 singly-bound oxygen atoms
- C07C233/24—Carboxylic 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 singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C233/25—Carboxylic 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 singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
-
- 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
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified 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
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
- C07C217/86—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/16—Preparation of optical isomers
- C07C231/18—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic 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 amino groups
- C07C233/42—Carboxylic 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 amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C233/43—Carboxylic 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 amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/235—Saturated compounds containing more than one carboxyl group
- C07C59/245—Saturated compounds containing more than one carboxyl group containing hydroxy or O-metal groups
- C07C59/255—Tartaric acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/36—Compounds containing oxirane rings with hydrocarbon radicals, substituted by nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
- A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
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)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74759296A | 1996-11-11 | 1996-11-11 | |
| PCT/US1997/020472 WO1998021175A1 (en) | 1996-11-11 | 1997-11-07 | Process for the preparation of optically pure isomers of formoterol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK0938467T3 true DK0938467T3 (da) | 2002-10-07 |
Family
ID=25005766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK97946623T DK0938467T3 (da) | 1996-11-11 | 1997-11-07 | Fremgangsmåde til fremstilling af optisk rene isomerer af formoterol |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0938467B1 (da) |
| JP (1) | JP2001503772A (da) |
| AT (1) | ATE219047T1 (da) |
| AU (1) | AU722859B2 (da) |
| CA (1) | CA2271004C (da) |
| DE (1) | DE69713374T2 (da) |
| DK (1) | DK0938467T3 (da) |
| ES (1) | ES2178015T3 (da) |
| PT (1) | PT938467E (da) |
| WO (1) | WO1998021175A1 (da) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6040344A (en) * | 1996-11-11 | 2000-03-21 | Sepracor Inc. | Formoterol process |
| US6713651B1 (en) | 1999-06-07 | 2004-03-30 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6362371B1 (en) | 1998-06-08 | 2002-03-26 | Advanced Medicine, Inc. | β2- adrenergic receptor agonists |
| US6683115B2 (en) | 1999-06-02 | 2004-01-27 | Theravance, Inc. | β2-adrenergic receptor agonists |
| UA73965C2 (en) * | 1999-12-08 | 2005-10-17 | Theravance Inc | b2 ADRENERGIC RECEPTOR ANTAGONISTS |
| OA11558A (en) * | 1999-12-08 | 2004-06-03 | Advanced Medicine Inc | Beta 2-adrenergic receptor agonists. |
| GB0009591D0 (en) * | 2000-04-18 | 2000-06-07 | Glaxo Group Ltd | Medical combinations |
| GB0009584D0 (en) * | 2000-04-18 | 2000-06-07 | Glaxo Group Ltd | Pharmaceutical compositions |
| GB0009612D0 (en) * | 2000-04-18 | 2000-06-07 | Glaxo Group Ltd | Therapeutic formulations |
| GB0009607D0 (en) * | 2000-04-18 | 2000-06-07 | Glaxo Group Ltd | Medical compositions |
| GB0012260D0 (en) * | 2000-05-19 | 2000-07-12 | Astrazeneca Ab | Novel composition |
| GB2380996A (en) * | 2001-09-19 | 2003-04-23 | Novartis Ag | Hydroxy-nitrobenzene derivatives useful in the preparation of formoterol |
| SE0200312D0 (sv) * | 2002-02-01 | 2002-02-01 | Astrazeneca Ab | Novel composition |
| MXPA04007294A (es) * | 2002-02-01 | 2004-10-29 | Astrazeneca Ab | Composicion para inhalacion. |
| GB0207906D0 (en) | 2002-04-05 | 2002-05-15 | 3M Innovative Properties Co | Formoterol and mometasone aerosol formulations |
| EP1507754A1 (en) * | 2002-05-28 | 2005-02-23 | Theravance, Inc. | Alkoxy aryl beta-2 adrenergic receptor agonists |
| DE60321954D1 (de) * | 2002-11-27 | 2008-08-14 | Nycomed Gmbh | Synergistische zusammensetzung enthaltend roflumilast und (r,r)-formoterol |
| ES2312844T3 (es) | 2002-12-12 | 2009-03-01 | Nycomed Gmbh | Medicamento de combinacion de r, r-formoterol y ciclesonida. |
| AU2004246819A1 (en) | 2003-06-13 | 2004-12-23 | Nycomed Gmbh | Formoterol and ciclesonide combination |
| JP4984676B2 (ja) * | 2005-07-22 | 2012-07-25 | 宇部興産株式会社 | ベンジルオキシ基を有するアニリンの製法 |
| EP2123627B1 (en) * | 2007-01-19 | 2013-11-20 | Ube Industries, Ltd. | Process for producing aromatic amine having aralkyloxy or heteroaralkyloxy group |
| US8501994B2 (en) | 2007-08-28 | 2013-08-06 | Sunovion Pharmaceuticals Inc. | Acetamide stereoisomer |
| US7718822B2 (en) | 2007-08-28 | 2010-05-18 | Sepracor Inc. | Carbamate Stereoisomer |
| CN101391962A (zh) * | 2007-09-21 | 2009-03-25 | 北京德众万全药物技术开发有限公司 | 一种高纯度的(R)-α-(溴甲基)-4-苄氧基-3-硝基苯甲醇及其制备方法 |
| EP2285770B1 (en) * | 2008-06-02 | 2015-05-20 | Cipla Limited | Process for the synthesis of arformoterol |
| CN101921200B (zh) * | 2009-06-16 | 2014-01-15 | 上海医药工业研究院 | 一种n-苄基-1-(4-甲氧基苯基)-2-丙胺的制备方法 |
| EP2348013A1 (en) | 2010-01-25 | 2011-07-27 | Inke, S.A. | Process for preparation of intermediates of arformoterol |
| KR101427221B1 (ko) * | 2012-08-29 | 2014-08-13 | 주식회사 에스텍파마 | 플루복사민 자유 염기의 정제방법 및 이를 이용한 고순도 플루복사민 말레이트의 제조방법 |
| US20170189329A1 (en) | 2014-07-29 | 2017-07-06 | 3M Innovative Properties Company | Method of preparing a pharmaceutical composition |
| CN110627673B (zh) * | 2018-06-22 | 2023-04-07 | 上海天慈中商药业有限公司 | 一种福莫特罗关键中间体的制备方法 |
| CN117682969A (zh) * | 2023-07-31 | 2024-03-12 | 浙江理工大学 | 一种福莫特罗中间体的制备方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE9003057D0 (sv) * | 1990-09-26 | 1990-09-26 | Astra Ab | New process |
| WO1997025311A1 (en) * | 1996-01-10 | 1997-07-17 | Asahi Kasei Kogyo Kabushiki Kaisha | Novel tricyclic compounds and drug compositions containing the same |
-
1997
- 1997-11-07 WO PCT/US1997/020472 patent/WO1998021175A1/en not_active Ceased
- 1997-11-07 ES ES97946623T patent/ES2178015T3/es not_active Expired - Lifetime
- 1997-11-07 CA CA002271004A patent/CA2271004C/en not_active Expired - Lifetime
- 1997-11-07 JP JP52272698A patent/JP2001503772A/ja active Pending
- 1997-11-07 AU AU51755/98A patent/AU722859B2/en not_active Expired
- 1997-11-07 PT PT97946623T patent/PT938467E/pt unknown
- 1997-11-07 EP EP97946623A patent/EP0938467B1/en not_active Expired - Lifetime
- 1997-11-07 DK DK97946623T patent/DK0938467T3/da active
- 1997-11-07 DE DE69713374T patent/DE69713374T2/de not_active Expired - Lifetime
- 1997-11-07 AT AT97946623T patent/ATE219047T1/de active
Also Published As
| Publication number | Publication date |
|---|---|
| PT938467E (pt) | 2002-11-29 |
| AU722859B2 (en) | 2000-08-10 |
| EP0938467B1 (en) | 2002-06-12 |
| ATE219047T1 (de) | 2002-06-15 |
| WO1998021175A1 (en) | 1998-05-22 |
| CA2271004C (en) | 2007-05-01 |
| ES2178015T3 (es) | 2002-12-16 |
| EP0938467A1 (en) | 1999-09-01 |
| DE69713374T2 (de) | 2003-01-02 |
| CA2271004A1 (en) | 1998-05-22 |
| JP2001503772A (ja) | 2001-03-21 |
| DE69713374D1 (de) | 2002-07-18 |
| AU5175598A (en) | 1998-06-03 |
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