BRPI0519272B8 - processo para transição de hidrogenação assimétrica catalisada por metal de transição de derivados do ácido acrílico, sistema catalisador para catálise de metal de transição assimétrico, e uso do sistema catalisador - Google Patents

processo para transição de hidrogenação assimétrica catalisada por metal de transição de derivados do ácido acrílico, sistema catalisador para catálise de metal de transição assimétrico, e uso do sistema catalisador

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Publication number
BRPI0519272B8
BRPI0519272B8 BRPI0519272A BRPI0519272A BRPI0519272B8 BR PI0519272 B8 BRPI0519272 B8 BR PI0519272B8 BR PI0519272 A BRPI0519272 A BR PI0519272A BR PI0519272 A BRPI0519272 A BR PI0519272A BR PI0519272 B8 BRPI0519272 B8 BR PI0519272B8
Authority
BR
Brazil
Prior art keywords
transition metal
catalyst system
optionally substituted
aryl
formula
Prior art date
Application number
BRPI0519272A
Other languages
English (en)
Inventor
Andreas H M De Vries
Gerhard Steinbauer
Jeroen Boogers
Johannes G De Vries
Laurent Lefort
Martina Kotthaus
Ulfried Felfer
Original Assignee
Dsm Fine Chem Austria Gmbh
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 Dsm Fine Chem Austria Gmbh filed Critical Dsm Fine Chem Austria Gmbh
Publication of BRPI0519272A2 publication Critical patent/BRPI0519272A2/pt
Publication of BRPI0519272B1 publication Critical patent/BRPI0519272B1/pt
Publication of BRPI0519272B8 publication Critical patent/BRPI0519272B8/pt

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
    • B01J31/1865—Phosphonites (RP(OR)2), their isomeric phosphinates (R2(RO)P=O) and RO-substitution derivatives thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
    • B01J31/1865—Phosphonites (RP(OR)2), their isomeric phosphinates (R2(RO)P=O) and RO-substitution derivatives thereof
    • B01J31/187—Amide derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/36—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by hydrogenation of carbon-to-carbon unsaturated bonds
    • 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
    • C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/645—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—Ruthenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/827—Iridium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

processo para transição de hidrogenação assimétrica catalisada por metal de transição de derivados do ácido acrílico, sistema catalisador para catalise de metal de transiçao assimétrico, e uso do sistema catalisador. processo para transição de hidrogenação assimétrica catalisada por metal de transição de derivados do ácido acrílico da fórmula (i) onde r1 é h ou um radical alquila, arila ou heteroarila opcionalmente substituído, r2 é um radical alquila, arila ou heteroarila opcionalmente substituído e r3 é h ou um radical c~ 1~-c~ 6~ alquila, que compreende hidrogenação dos compostos da fórmula (i) opcionalmente em um solvente, na presença de um ou mais doadores de hidrogênio, usando um sistema catalisador que compreende um metal de transição do grupo do rutênio, ródio e irídio e uma combinação de ligante fosforoso quiral da fórmula (ii) onde cn, em conjunto com os dois átomos de oxigênio e o átomo de fósforo, forma um anel opcionalmente substituído possuindo 2 a 6 átomos de carbono e r4 é uma alquila opcionalmente substituida, arila, alcóxi ou radical arilóxi ou nr5r6 onde r5 e r6 podem ser independentemente h ou um radical alquila, arila, aralquila ou alcarila opcionalmente substituído ou, em conjunto com o átomo de nitrogênio podem formar um anel, e um ligante fosfina aquiral da fórmula (iii) onde r é um radical alquila ou arila opcionalmente substituído para os compostos correspondentes da fórmula (iv) onde r1, r2 e r3 são conforme definidos acima e também um novo sistema catalisador para catálise assimétrica de metal de transição.
BRPI0519272A 2004-12-27 2005-12-05 processo para transição de hidrogenação assimétrica catalisada por metal de transição de derivados do ácido acrílico, sistema catalisador para catálise de metal de transição assimétrico, e uso do sistema catalisador BRPI0519272B8 (pt)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
ATA2174/2004 2004-12-27
AT0217404A AT501193B1 (de) 2004-12-27 2004-12-27 Verfahen zur übergangsmetall - katalysierten asymmetrischen hydrierung von acrylsäurederivaten
PCT/EP2005/012990 WO2006069617A1 (en) 2004-12-27 2005-12-05 Process for transition metal-catalyzed asymmetric hydrogenation of acrylic acid derivatives, and a novel catalyst system for asymmetric transition metal catalysis

Publications (3)

Publication Number Publication Date
BRPI0519272A2 BRPI0519272A2 (pt) 2009-01-06
BRPI0519272B1 BRPI0519272B1 (pt) 2015-05-19
BRPI0519272B8 true BRPI0519272B8 (pt) 2016-09-13

Family

ID=35708757

Family Applications (1)

Application Number Title Priority Date Filing Date
BRPI0519272A BRPI0519272B8 (pt) 2004-12-27 2005-12-05 processo para transição de hidrogenação assimétrica catalisada por metal de transição de derivados do ácido acrílico, sistema catalisador para catálise de metal de transição assimétrico, e uso do sistema catalisador

Country Status (14)

Country Link
US (1) US7473792B2 (pt)
EP (1) EP1830958B1 (pt)
JP (1) JP5147410B2 (pt)
KR (1) KR20070094903A (pt)
CN (1) CN101090770B (pt)
AT (2) AT501193B1 (pt)
BR (1) BRPI0519272B8 (pt)
CA (1) CA2586527C (pt)
DE (1) DE602005026861D1 (pt)
ES (1) ES2362289T3 (pt)
IL (1) IL183849A (pt)
MX (1) MX2007007820A (pt)
RU (1) RU2415127C2 (pt)
WO (1) WO2006069617A1 (pt)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1903027A1 (en) * 2006-09-13 2008-03-26 Novartis AG Process for preparing biaryl substituted 4-amino-butyric acid or derivatives thereof and their use in the production of NEP inhibitors
CN104231131A (zh) * 2014-08-11 2014-12-24 沙洋秦江化工有限公司 用于生产双手性配体络合物的固载化手性配体及合成方法
CN104248972B (zh) * 2014-08-11 2017-02-22 沙洋秦江化工有限公司 固载化双手性配体金属络合物及合成方法和应用
EP3301087A1 (en) 2016-09-30 2018-04-04 DPx Fine Chemicals Austria GmbH & Co KG Process for preparing chiral amines

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0720910B2 (ja) * 1986-11-14 1995-03-08 高砂香料工業株式会社 光学活性カルボン酸の製法
JP2893464B2 (ja) * 1989-07-05 1999-05-24 高砂香料工業株式会社 光学活性カルボン酸の製造方法
JPH0692427B2 (ja) * 1989-07-11 1994-11-16 高砂香料工業株式会社 ２，２’―ビス（ジシクロヘキシルホスフィノ）―６，６’―ジメチル―１，１’―ビフェニルを配位子とする錯体，およびその錯体を用いた有機カルボン酸とそのエステルの製造方法
US5210243A (en) * 1990-12-10 1993-05-11 Ethyl Corporation Hydrogenation of aromatic-substituted olefins using organometallic catalyst
JP3020128B2 (ja) * 1994-03-08 2000-03-15 高砂香料工業株式会社 光学活性カルボン酸の製造法
JP4028625B2 (ja) * 1997-09-11 2007-12-26 小川香料株式会社 ホスフィン化合物およびそれを配位子とするロジウム錯体
DE10027505A1 (de) * 2000-06-06 2001-12-13 Studiengesellschaft Kohle Mbh Chirale Monophosphite als Liganden für die asymmetrische Übergangsmetall-katalysierte Hydrierung
EP1296927B1 (en) * 2000-07-03 2012-02-22 Novartis AG Preparation of (r)-2-alkyl-3-phenylpropionic acids
NL1015655C2 (nl) * 2000-07-07 2002-01-08 Dsm Nv Katalysator voor de asymmetrische hydrogenering.
DE10148551A1 (de) * 2001-10-01 2003-04-10 Bayer Ag Chirale Monophosphorverbindungen
DE10247633A1 (de) * 2002-10-11 2004-04-29 Studiengesellschaft Kohle Mbh Mischungen von chiralen Monophosphor-Verbindungen als Ligandensysteme für die asymmetrische Übergangsmetallkatalyse

Also Published As

Publication number Publication date
ES2362289T3 (es) 2011-06-30
CN101090770B (zh) 2010-11-24
RU2007128777A (ru) 2009-02-10
MX2007007820A (es) 2007-07-25
CA2586527A1 (en) 2006-07-06
US7473792B2 (en) 2009-01-06
DE602005026861D1 (de) 2011-04-21
EP1830958A1 (en) 2007-09-12
BRPI0519272A2 (pt) 2009-01-06
US20070293691A1 (en) 2007-12-20
AT501193A1 (de) 2006-07-15
KR20070094903A (ko) 2007-09-27
WO2006069617A1 (en) 2006-07-06
JP5147410B2 (ja) 2013-02-20
IL183849A0 (en) 2007-10-31
IL183849A (en) 2011-10-31
EP1830958B1 (en) 2011-03-09
AT501193B1 (de) 2007-03-15
ATE500892T1 (de) 2011-03-15
CA2586527C (en) 2013-02-05
RU2415127C2 (ru) 2011-03-27
JP2008525506A (ja) 2008-07-17
BRPI0519272B1 (pt) 2015-05-19
CN101090770A (zh) 2007-12-19

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B09A Decision: intention to grant [chapter 9.1 patent gazette]
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B16C Correction of notification of the grant [chapter 16.3 patent gazette]

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Free format text: EM VIRTUDE DA EXTINCAO PUBLICADA NA RPI 2494 DE 23-10-2018 E CONSIDERANDO AUSENCIA DE MANIFESTACAO DENTRO DOS PRAZOS LEGAIS, INFORMO QUE CABE SER MANTIDA A EXTINCAO DA PATENTE E SEUS CERTIFICADOS, CONFORME O DISPOSTO NO ARTIGO 12, DA RESOLUCAO 113/2013.