BRPI0416133A - processo para a preparação de (s)- ou (r)-4-halo-3-hidroxibutiratos - Google Patents
processo para a preparação de (s)- ou (r)-4-halo-3-hidroxibutiratosInfo
- Publication number
- BRPI0416133A BRPI0416133A BRPI0416133-5A BRPI0416133A BRPI0416133A BR PI0416133 A BRPI0416133 A BR PI0416133A BR PI0416133 A BRPI0416133 A BR PI0416133A BR PI0416133 A BRPI0416133 A BR PI0416133A
- Authority
- BR
- Brazil
- Prior art keywords
- formula
- hydroxybutyrates
- halo
- preparation
- haio
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 1
- 239000012327 Ruthenium complex Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
-
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
"PROCESSO PARA A PREPARAçãO DE (S)- OU (R)-4-HALO-3-HIDROXIBUTIRATOS". A presente invenção refere-se a um processo para a preparação de (S)- ou (R)-4-haio-3-hidroxibutiratos enantiomericamente puros de fórmula (i), em que R¬ 1¬ é CH~ 2~X, CHX~ 2~ OU CX~ 3~ e X independentemente representa CI e/ou Br e em que R¬ 2¬ é C~ 1~-6- alquila, C~ 3~-8-Cicloalquila, arila ou aralquila, cada arila ou aralquila sendo opcional e adicionalmente substituída por um ou mais grupos C~ 1~-4-alquila e/ou átomos de halogênio, por hidrogenação assimétrica de ésteres de ácido 4-haio-3-oxobutírico de fórmula (II), em que R¬ 1¬, R¬ 2¬ e X são como definidos acima na presença de um catalisador de um complexo de rutênio compreendendo um ligante quiral de fórmula (III).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03024865A EP1528053A1 (en) | 2003-10-31 | 2003-10-31 | Process for the preparation of (S)- or (R)-4-halo-3-hydroxybutyrates |
| PCT/EP2004/011971 WO2005049545A1 (en) | 2003-10-31 | 2004-10-22 | Process for the preparation of (s)- or (r)-4-halo-3-hydroxybutyrates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0416133A true BRPI0416133A (pt) | 2007-01-02 |
Family
ID=34400493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0416133-5A BRPI0416133A (pt) | 2003-10-31 | 2004-10-22 | processo para a preparação de (s)- ou (r)-4-halo-3-hidroxibutiratos |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20070078279A1 (pt) |
| EP (2) | EP1528053A1 (pt) |
| JP (2) | JP2007509874A (pt) |
| KR (2) | KR20120024990A (pt) |
| CN (1) | CN1874989B (pt) |
| AU (1) | AU2004291249B2 (pt) |
| BR (1) | BRPI0416133A (pt) |
| CA (1) | CA2541716C (pt) |
| EA (1) | EA009057B1 (pt) |
| IL (1) | IL175138A (pt) |
| NO (1) | NO20062131L (pt) |
| NZ (1) | NZ546642A (pt) |
| WO (1) | WO2005049545A1 (pt) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2149559A1 (en) * | 2006-12-12 | 2010-02-03 | Mallinckrodt Inc. | A process for the preparation of hexahydroisoquinolines from 1,2,3,4-Tetrahydroisoquinolines |
| JP2010254622A (ja) * | 2009-04-24 | 2010-11-11 | Takasago Internatl Corp | (3R)−3−ヒドロキシブタン酸−l−メンチル、その製造方法およびこれを含有する冷感剤組成物 |
| JP5546788B2 (ja) * | 2009-04-24 | 2014-07-09 | 高砂香料工業株式会社 | (3S)−3−ヒドロキシブタン酸−l−メンチルの製造方法および冷感剤組成物 |
| FR2952638A1 (fr) | 2009-11-17 | 2011-05-20 | Univ Strasbourg | Procede de phosphination catalytique double ou triple de composes di, tri ou tetrahalobiaryles, intermediaires employes, composes obtenus et leurs utilisations |
| EP2386536A1 (en) * | 2010-05-11 | 2011-11-16 | Lonza Ltd. | A process for the hydrogenation of ketoesters |
| CN114292190B (zh) | 2016-06-07 | 2025-04-11 | J大卫格莱斯顿研究机构 | 丁二醇的中链脂肪酸酯,其组合物、口服制剂及其应用方法 |
| MX2020000734A (es) * | 2017-07-21 | 2020-07-29 | Buck Inst Res Aging | Enantiómeros s de beta-hidroxibutirato y butanodiol, y métodos para usarlos. |
| WO2019147503A1 (en) | 2018-01-25 | 2019-08-01 | Buck Institute For Research On Aging | Synthesis of 3-hydroxybutyryl 3-hydroxybutyrate and related compounds |
| CN109896955A (zh) | 2019-03-26 | 2019-06-18 | 沈阳金久奇科技有限公司 | 一种β-羟基羧酸酯的制备方法 |
| DE202019105611U1 (de) | 2019-10-11 | 2019-10-30 | Shenyang Gold Jyouki Technology Co., Ltd. | beta-Hydroxycarbonsäureester, hergestellt durch eine Carbonylierungsveresterungsreaktion in einer Kohlenmonoxidatmosphäre mittels eines Co-Katalysators |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0699367B2 (ja) * | 1987-06-11 | 1994-12-07 | 高砂香料工業株式会社 | 光学活性アルコ−ルの製法 |
| JPH0678277B2 (ja) * | 1988-02-19 | 1994-10-05 | 高砂香料工業株式会社 | 光学活性アルコールおよびその誘導体の製造方法 |
| JP3148136B2 (ja) * | 1996-12-26 | 2001-03-19 | 高砂香料工業株式会社 | 新規なキラルジホスフィン化合物、その製造中間体、該ジホス フィン化合物を配位子とする遷移金属錯体並びに該錯体を含む 不斉水素化触媒 |
| JP4601779B2 (ja) * | 2000-07-25 | 2010-12-22 | 高砂香料工業株式会社 | 光学活性アルコールの製造方法 |
| FR2830254B1 (fr) * | 2001-09-28 | 2004-09-17 | Synkem | Nouvelles diphosphines, leurs complexes avec des metaux de transition et leur utilisation en synthese asymetrique |
-
2003
- 2003-10-31 EP EP03024865A patent/EP1528053A1/en not_active Withdrawn
-
2004
- 2004-10-22 NZ NZ546642A patent/NZ546642A/en not_active IP Right Cessation
- 2004-10-22 KR KR1020127001614A patent/KR20120024990A/ko not_active Ceased
- 2004-10-22 JP JP2006537143A patent/JP2007509874A/ja active Pending
- 2004-10-22 CN CN2004800320752A patent/CN1874989B/zh not_active Expired - Fee Related
- 2004-10-22 AU AU2004291249A patent/AU2004291249B2/en not_active Ceased
- 2004-10-22 CA CA2541716A patent/CA2541716C/en not_active Expired - Fee Related
- 2004-10-22 WO PCT/EP2004/011971 patent/WO2005049545A1/en not_active Ceased
- 2004-10-22 EP EP04790763A patent/EP1682481A1/en not_active Ceased
- 2004-10-22 BR BRPI0416133-5A patent/BRPI0416133A/pt not_active Application Discontinuation
- 2004-10-22 US US10/577,385 patent/US20070078279A1/en not_active Abandoned
- 2004-10-22 KR KR1020067008041A patent/KR20060095769A/ko not_active Ceased
- 2004-10-22 EA EA200600656A patent/EA009057B1/ru not_active IP Right Cessation
-
2006
- 2006-04-24 IL IL175138A patent/IL175138A/en not_active IP Right Cessation
- 2006-05-12 NO NO20062131A patent/NO20062131L/no not_active Application Discontinuation
-
2013
- 2013-02-21 JP JP2013032463A patent/JP2013144685A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US20070078279A1 (en) | 2007-04-05 |
| JP2013144685A (ja) | 2013-07-25 |
| KR20120024990A (ko) | 2012-03-14 |
| AU2004291249A1 (en) | 2005-06-02 |
| NZ546642A (en) | 2008-11-28 |
| JP2007509874A (ja) | 2007-04-19 |
| WO2005049545A1 (en) | 2005-06-02 |
| KR20060095769A (ko) | 2006-09-01 |
| EA200600656A1 (ru) | 2006-10-27 |
| EA009057B1 (ru) | 2007-10-26 |
| HK1095581A1 (en) | 2007-05-11 |
| IL175138A0 (en) | 2006-09-05 |
| EP1528053A1 (en) | 2005-05-04 |
| EP1682481A1 (en) | 2006-07-26 |
| CA2541716C (en) | 2013-01-22 |
| IL175138A (en) | 2011-02-28 |
| AU2004291249B2 (en) | 2010-07-29 |
| CA2541716A1 (en) | 2005-06-02 |
| CN1874989B (zh) | 2011-06-29 |
| NO20062131L (no) | 2006-05-30 |
| CN1874989A (zh) | 2006-12-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B09B | Patent application refused [chapter 9.2 patent gazette] |
Free format text: INDEFIRO O PEDIDO DE ACORDO COM O(S) ARTIGO(S) 8O E 13 DA LPI. |
|
| B09B | Patent application refused [chapter 9.2 patent gazette] |
Free format text: MANTIDO O INDEFERIMENTO UMA VEZ QUE NAO FOI APRESENTADO RECURSO DENTRO DO PRAZO LEGAL. |