BRPI0506796A - processo para a preparação de 1-substituìdos-3-aminoálcoois enantiomericamentente puros - Google Patents
processo para a preparação de 1-substituìdos-3-aminoálcoois enantiomericamentente purosInfo
- Publication number
- BRPI0506796A BRPI0506796A BRPI0506796-0A BRPI0506796A BRPI0506796A BR PI0506796 A BRPI0506796 A BR PI0506796A BR PI0506796 A BRPI0506796 A BR PI0506796A BR PI0506796 A BRPI0506796 A BR PI0506796A
- Authority
- BR
- Brazil
- Prior art keywords
- substituted
- sym
- preparation
- amino
- salts
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 150000001414 amino alcohols Chemical class 0.000 abstract 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- UEGBPBSUXLGTNF-UHFFFAOYSA-N 1-thiophen-2-ylpropan-1-ol Chemical compound CCC(O)C1=CC=CS1 UEGBPBSUXLGTNF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
- C07D307/22—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
Abstract
PROCESSO PARA A PREPARAçãO DE 1-SUBSTITUìDOS-3-AMINOáLCOOIS ENANTIOMERICAMENTE PUROS. A presente invenção refere-se a um processo para a preparação de 1-substituídos-3-aminoálcoois enantiomericamente puros, particularmente de (S)-(-)- e (R)-(+)-3-N-metilamino-1-(2-tienil)-1-propanol, hidrogenando assimetricamente sais de um ácido carboxílico com uma aminocetona de fórmula (II), em que R¬ 1¬ é selecionado entre o grupo consistindo em 2-tienila, 2-furanila e fenila, cada uma opcionalmente substituída com um ou mais átomos de halogênio e/ou um ou mais grupos <sym>-alcóxi, em que R¬ 2¬ é <sym>-alquila ou fenila, cada uma opcionalmente substituída com um ou mais átomos de halogênio e/ou um ou mais grupos <sym>-alquila ou <sym>-alcóxi, e em que os aminoálcoois correspondentes são obtidos por hidrólise subseqüente de seus sais. A invenção refere-se além disso a sais de um ácido carboxílico com as referidas aminocetonas e os aminoálcoois obtidos hidrogenando assimetricamente as referidas aminocetonas, respectivamente.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04003809A EP1566383A1 (en) | 2004-02-19 | 2004-02-19 | Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols |
| EP04010043 | 2004-04-28 | ||
| PCT/EP2005/001781 WO2005080370A1 (en) | 2004-02-19 | 2005-02-21 | Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0506796A true BRPI0506796A (pt) | 2007-05-22 |
Family
ID=34889010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0506796-0A BRPI0506796A (pt) | 2004-02-19 | 2005-02-21 | processo para a preparação de 1-substituìdos-3-aminoálcoois enantiomericamentente puros |
Country Status (20)
| Country | Link |
|---|---|
| US (3) | US7973182B2 (pt) |
| EP (1) | EP1720852B1 (pt) |
| JP (2) | JP2007523124A (pt) |
| KR (1) | KR101160502B1 (pt) |
| CN (1) | CN102627572A (pt) |
| AU (1) | AU2005215906C1 (pt) |
| BR (1) | BRPI0506796A (pt) |
| CA (1) | CA2556891C (pt) |
| CY (1) | CY1113261T1 (pt) |
| DK (1) | DK1720852T3 (pt) |
| EA (1) | EA200601513A1 (pt) |
| ES (1) | ES2391399T3 (pt) |
| IL (1) | IL177561A (pt) |
| NO (1) | NO20064017L (pt) |
| NZ (1) | NZ549381A (pt) |
| PL (1) | PL1720852T3 (pt) |
| PT (1) | PT1720852E (pt) |
| SG (1) | SG135196A1 (pt) |
| SI (1) | SI1720852T1 (pt) |
| WO (1) | WO2005080370A1 (pt) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1720852B1 (en) | 2004-02-19 | 2012-07-11 | Lonza AG | Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols |
| CN101124196B (zh) * | 2005-02-21 | 2011-05-11 | 隆萨股份公司 | 对映体纯的1-取代的-3-氨基醇的制备方法 |
| EP2044049A2 (en) | 2006-07-03 | 2009-04-08 | Ranbaxy Laboratories Limited | Process for the preparation of enantiomerically pure salts of n-methyl- 3 -( 1-naph-thaleneoxy)- 3 - (-2-thienyl) propanamine |
| WO2010025238A2 (en) | 2008-08-27 | 2010-03-04 | Codexis, Inc. | Ketoreductase polypeptides for the production of a 3-aryl-3-hydroxypropanamine from a 3-aryl-3-ketopropanamine |
| WO2010025287A2 (en) | 2008-08-27 | 2010-03-04 | Codexis, Inc. | Ketoreductase polypeptides for the production of 3-aryl-3-hydroxypropanamine from a 3-aryl-3-ketopropanamine |
| SI2558455T1 (sl) | 2010-04-13 | 2017-12-29 | Krka, D.D., Novo Mesto | Sinteza duloksetina in/ali njegovih farmacevtsko sprejemljivih soli |
| CN104056663B (zh) * | 2013-03-22 | 2016-12-28 | 上海交通大学 | 一种面手性双反应中心钌催化剂及其合成与应用 |
| CN110054563A (zh) * | 2019-06-10 | 2019-07-26 | 江西隆莱生物制药有限公司 | 丁内酯类化合物的制备方法及其中间体 |
| CN111793056A (zh) * | 2020-07-27 | 2020-10-20 | 广州康瑞泰药业有限公司 | 一种度洛西汀中间体的制备方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3031248A1 (de) * | 1980-08-19 | 1982-04-01 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur herstellung von 3-dimethylamino-2,2-dimethylpropanal |
| US5362866A (en) | 1983-09-02 | 1994-11-08 | Molecular Biosystems, Inc. | Oligonucleotide polymeric support system with an oxidation cleavable link |
| KR880007433A (ko) * | 1986-12-22 | 1988-08-27 | 메리 앤 터커 | 3-아릴옥시-3-치환된 프로판아민 |
| US4948813A (en) | 1987-11-30 | 1990-08-14 | E. I. Du Pont De Nemours And Company | Benzylketone phospholipase A2 inhibitors |
| CA2042346A1 (en) | 1990-05-17 | 1991-11-18 | Michael Alexander Staszak | Chiral synthesis of 1-aryl-3-aminopropan-1-ols |
| JPH0570412A (ja) * | 1991-09-13 | 1993-03-23 | Fuji Yakuhin Kogyo Kk | 光学活性なβ−アミノアルコールの製造方法 |
| US5491234A (en) * | 1992-03-30 | 1996-02-13 | Pfizer Inc. | Pyrimidine derivatives for enhancing antitumor activity |
| EP0647648B1 (de) | 1993-10-08 | 1999-03-10 | F. Hoffmann-La Roche Ag | Optisch aktive phosphorverbindungen |
| US5362886A (en) | 1993-10-12 | 1994-11-08 | Eli Lilly And Company | Asymmetric synthesis |
| IT1270082B (it) * | 1994-07-12 | 1997-04-28 | Univ Degli Studi Milano | Difosfine eteroaromatiche come leganti chirali, complessi tra dette difosfine e metalli di transizione ed impiego di detti complessi come catalizzatori chirali |
| US6008412A (en) * | 1997-10-14 | 1999-12-28 | Eli Lilly And Company | Process to make chiral compounds |
| TW514634B (en) * | 1997-10-14 | 2002-12-21 | Lilly Co Eli | Process to make chiral compounds |
| US6162929A (en) | 1997-12-23 | 2000-12-19 | Hoffmann-La Roche Inc. | Process for the manufacture of bisphosphine oxide and bisphosphonate compounds |
| JP3549390B2 (ja) | 1998-03-23 | 2004-08-04 | 高砂香料工業株式会社 | ルテニウム−ホスフィン錯体及びその製造方法 |
| EP0955303B1 (en) | 1998-05-08 | 2006-11-08 | Takasago International Corporation | Ruthenium-iodo-optically active phosphine complex |
| FR2816946B1 (fr) | 2000-11-17 | 2004-04-02 | Ppg Sipsy | Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus |
| DE10207586A1 (de) * | 2002-02-22 | 2003-09-11 | Degussa | Herstellung von N-Methyl-3-hydroxy-3-(2-thienyl)propanamin über neue carbamatgruppenhaltige Thiophenderivate als Zwischenprodukte |
| FR2841899A1 (fr) | 2002-07-05 | 2004-01-09 | Ppg Sipsy | Procede de resolution asymetrique d'un racemique faisant intervenir l'acide diprogulique et utilisation dudit acide comme agent de resolution asymetrique |
| WO2004005307A1 (en) | 2002-07-09 | 2004-01-15 | Lonza Ag | Process for the preparation of optically active 3-n-methylamino-1-(2-thienyl)-1-propanol |
| PT1539673E (pt) * | 2002-07-09 | 2007-11-14 | Lonza Ag | Processo para preparação de beta-aminoálcoois nmonossubstituídos |
| EP1720852B1 (en) | 2004-02-19 | 2012-07-11 | Lonza AG | Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols |
-
2005
- 2005-02-21 EP EP05715425A patent/EP1720852B1/en not_active Expired - Lifetime
- 2005-02-21 US US10/590,140 patent/US7973182B2/en not_active Expired - Fee Related
- 2005-02-21 DK DK05715425.4T patent/DK1720852T3/da active
- 2005-02-21 WO PCT/EP2005/001781 patent/WO2005080370A1/en not_active Ceased
- 2005-02-21 BR BRPI0506796-0A patent/BRPI0506796A/pt not_active IP Right Cessation
- 2005-02-21 JP JP2006553562A patent/JP2007523124A/ja active Pending
- 2005-02-21 SG SG200706103-9A patent/SG135196A1/en unknown
- 2005-02-21 PT PT05715425T patent/PT1720852E/pt unknown
- 2005-02-21 CA CA2556891A patent/CA2556891C/en not_active Expired - Fee Related
- 2005-02-21 PL PL05715425T patent/PL1720852T3/pl unknown
- 2005-02-21 KR KR1020067018840A patent/KR101160502B1/ko not_active Expired - Fee Related
- 2005-02-21 SI SI200531602T patent/SI1720852T1/sl unknown
- 2005-02-21 AU AU2005215906A patent/AU2005215906C1/en not_active Ceased
- 2005-02-21 ES ES05715425T patent/ES2391399T3/es not_active Expired - Lifetime
- 2005-02-21 NZ NZ549381A patent/NZ549381A/en not_active IP Right Cessation
- 2005-02-21 CN CN2012100464149A patent/CN102627572A/zh active Pending
- 2005-02-21 EA EA200601513A patent/EA200601513A1/ru unknown
-
2006
- 2006-08-17 IL IL177561A patent/IL177561A/en not_active IP Right Cessation
- 2006-09-06 NO NO20064017A patent/NO20064017L/no not_active Application Discontinuation
-
2011
- 2011-03-08 US US13/064,147 patent/US8193380B2/en not_active Expired - Fee Related
- 2011-03-08 US US13/064,146 patent/US8198468B2/en not_active Expired - Fee Related
-
2012
- 2012-06-14 JP JP2012134968A patent/JP2012229223A/ja not_active Withdrawn
- 2012-10-10 CY CY20121100937T patent/CY1113261T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20070009587A (ko) | 2007-01-18 |
| PL1720852T3 (pl) | 2012-12-31 |
| CA2556891C (en) | 2012-12-18 |
| US8198468B2 (en) | 2012-06-12 |
| NZ549381A (en) | 2010-05-28 |
| CN102627572A (zh) | 2012-08-08 |
| WO2005080370A1 (en) | 2005-09-01 |
| AU2005215906A1 (en) | 2005-09-01 |
| AU2005215906C1 (en) | 2012-03-01 |
| PT1720852E (pt) | 2012-10-22 |
| JP2012229223A (ja) | 2012-11-22 |
| EP1720852A1 (en) | 2006-11-15 |
| AU2005215906B2 (en) | 2011-08-18 |
| EP1720852B1 (en) | 2012-07-11 |
| IL177561A (en) | 2011-12-29 |
| US20080154047A1 (en) | 2008-06-26 |
| IL177561A0 (en) | 2006-12-10 |
| CY1113261T1 (el) | 2016-04-13 |
| US20110207946A1 (en) | 2011-08-25 |
| ES2391399T3 (es) | 2012-11-26 |
| US7973182B2 (en) | 2011-07-05 |
| SG135196A1 (en) | 2007-09-28 |
| SI1720852T1 (sl) | 2012-11-30 |
| CA2556891A1 (en) | 2005-09-01 |
| KR101160502B1 (ko) | 2012-06-28 |
| US8193380B2 (en) | 2012-06-05 |
| NO20064017L (no) | 2006-09-15 |
| DK1720852T3 (da) | 2012-10-22 |
| US20110207945A1 (en) | 2011-08-25 |
| JP2007523124A (ja) | 2007-08-16 |
| EA200601513A1 (ru) | 2007-02-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B06F | Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette] | ||
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 10A ANUIDADE. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 2307 DE 24/03/2015. |