ES8603906A1 - Procedimiento para preparar acidos a-acilaminocarboxilicos opticamente activos - Google Patents
Procedimiento para preparar acidos a-acilaminocarboxilicos opticamente activosInfo
- Publication number
- ES8603906A1 ES8603906A1 ES538269A ES538269A ES8603906A1 ES 8603906 A1 ES8603906 A1 ES 8603906A1 ES 538269 A ES538269 A ES 538269A ES 538269 A ES538269 A ES 538269A ES 8603906 A1 ES8603906 A1 ES 8603906A1
- Authority
- ES
- Spain
- Prior art keywords
- diphenylphosphino
- bis
- pyrrolidine
- rhodium complexes
- optically active
- 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
Links
- 150000003283 rhodium Chemical class 0.000 title abstract 3
- YMRKZKDKJJCIHH-UHFFFAOYSA-N (4-diphenylphosphanylpyrrolidin-3-yl)-diphenylphosphane Chemical compound C1NCC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)C1P(C=1C=CC=CC=1)C1=CC=CC=C1 YMRKZKDKJJCIHH-UHFFFAOYSA-N 0.000 title abstract 2
- 239000003446 ligand Substances 0.000 title 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- -1 hexafluoro-phosphate Chemical compound 0.000 abstract 1
- 150000005673 monoalkenes Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/416—2,5-Pyrrolidine-diones 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 other ring carbon atoms
-
- 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
- B01J31/22—Organic complexes
- B01J31/2282—Unsaturated compounds used as ligands
- B01J31/2291—Olefins
-
- 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
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
- B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
- B01J31/2414—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D207/12—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
-
- 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
- B01J2531/822—Rhodium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrrole Compounds (AREA)
Abstract
PROCEDIMIENTO PARA PREPARAR ACIDOS A-ACILAMINOCARBOXILICOS OPTICAMENTE ACTIVOS. CONSISTE EN LA HIDROGENACION ASIMETRICA DE ACIDOS A-ACILAMINO-ACRILICOS NO SUSTITUIDOS O SUSTITUIDOS EN POSICION B, EN PRESENCIA DE UN COMPLEJO DE RODIO DE FORMULA (I), EN UN DISOLVENTE TAL COMO ALCOHOL Y ETERES O SUS MEZCLAS CON HIDROCARBUROS ALIFATICOS O CROMATICOS, O CON AGUA, A UNA TEMPERATURA C20J Y 50JC. SIENDO: (EN)2, DOS MOLECULAS DE UNA MONOOLEFINA O UNA MOLECULA DE UNA DIOLEFINA; A, 3,4-BIS-(DIFENILFOSFINO)-PIRROLIDINA DE FORMULA (II); PH, RADICAL FENILO; R, H, RADICAL ALQUILO, RADICAL ARILALQUILO O UN RADICAL ACILO; Y XC, UN ANION TETRAFLUOROBORATO, HEXAFLUOROFOSFATO O PERCLORATO.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19843403194 DE3403194A1 (de) | 1984-01-31 | 1984-01-31 | Optisch aktive 3,4-bis-(diphenylphosphino)-pyrrolidine, diese als chirale liganden enthaltende rhodiumkomplexe und deren verwendung |
Publications (2)
Publication Number | Publication Date |
---|---|
ES8603906A1 true ES8603906A1 (es) | 1986-01-01 |
ES538269A0 ES538269A0 (es) | 1986-01-01 |
Family
ID=6226312
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES538269A Granted ES538269A0 (es) | 1984-01-31 | 1984-12-05 | Procedimiento para preparar acidos a-acilaminocarboxilicos opticamente activos |
Country Status (9)
Country | Link |
---|---|
US (1) | US4634775A (es) |
EP (1) | EP0151282B1 (es) |
JP (1) | JPS60185793A (es) |
AT (1) | ATE37031T1 (es) |
BR (1) | BR8500437A (es) |
CA (1) | CA1238913A (es) |
DD (1) | DD235190A5 (es) |
DE (2) | DE3403194A1 (es) |
ES (1) | ES538269A0 (es) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3446303A1 (de) * | 1984-12-19 | 1986-06-19 | Degussa Ag, 6000 Frankfurt | Verfahren zur herstellung von optisch aktivem 1-benzyl-3,4-bis-(diphenylphosphino)-pyrrolidin |
US4793949A (en) * | 1985-10-15 | 1988-12-27 | University Of Southern Mississippi | New vinyl monomers capable of forming side-chain liquid crystalline polymers and the resulting polymers |
US4879398A (en) * | 1987-12-31 | 1989-11-07 | Monsanto Company | Process for producing 2,6-disubstituted tyrosine |
DE3818435A1 (de) * | 1988-02-19 | 1989-08-31 | Hoechst Ag | Optisch aktive rhodiumkomplexe von 3,4-bis(diarylphosphino)-pyrrolidinen und ihre verwendung zur herstellung von phosphinothricin durch asymmetrische hydrierung |
DE4001019A1 (de) * | 1990-01-16 | 1991-07-18 | Degussa | Verfahren zur asymmetrischen hydrierung von (alpha)-ketocarbonylverbindungen zu optisch aktiven (alpha)-hydroxycarbonylverbindungen |
WO1992016536A1 (de) * | 1991-03-15 | 1992-10-01 | F. Hoffmann-La Roche Ag | Chirale phosphine |
DE59207821D1 (de) * | 1991-05-03 | 1997-02-20 | Hoechst Ag | Neue homochirale Diphosphine |
US6004956A (en) * | 1992-01-10 | 1999-12-21 | Bayer Aktiengesellschaft | Enantiomerically pure 2-oxa-5,8-dizaabicyclo[4.3.0] nonanes and process for their preparation |
DE4200415A1 (de) * | 1992-01-10 | 1993-07-15 | Bayer Ag | Enantiomerenreine 2-oxa-5,8-diazabicyclo(4.3.0)nonane sowie verfahren zu ihrer herstellung |
CA2121308C (en) * | 1993-04-19 | 2001-07-24 | Toshihiro Omatsu | Rhodium-containing catalyst |
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 |
DE4425071C2 (de) | 1994-07-15 | 1996-08-29 | Degussa | Verfahren zur Herstellung optisch aktiver Pyrrolidine mit hoher Enantiomerenreinheit |
DE19516968A1 (de) * | 1995-05-12 | 1996-11-14 | Basf Ag | Optisch aktive Phosphine, deren Herstellung, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese |
DE19622271A1 (de) * | 1996-06-03 | 1997-12-04 | Basf Ag | Chirale Verbindungen |
DE19725796A1 (de) * | 1997-06-18 | 1998-12-24 | Basf Ag | Herstellung optisch aktiver Phospholane, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese |
DE19725643A1 (de) * | 1997-06-18 | 1998-12-24 | Basf Ag | Optisch aktive Diphosphinliganden |
DE10002973A1 (de) * | 2000-01-24 | 2001-07-26 | Degussa | Polymere Diphosphinliganden für homogen lösliche Hydrierkatalysatoren, Verfahren zu deren Herstellung und Verwendung |
DE10002976A1 (de) | 2000-01-24 | 2001-07-26 | Degussa | Molekulargewichtsvergrößerte Liganden für asymmetrische homogen lösliche Hydrierkatalysatoren, Verfahren zu deren Herstellung und Verwendung |
KR100476584B1 (ko) * | 2002-07-05 | 2005-03-17 | 한국과학기술연구원 | 비대칭 알릴 치환반응에 유용한 키랄피롤리디닐(비스포스피노다이아미드) 유도체 |
US20050101813A1 (en) * | 2003-09-08 | 2005-05-12 | Degussa Ag, | Molecular weight-enlarged ligands for asymmetric, homogeneously soluble hydrogenation catalysts, process for the production thereof and use |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4343741A (en) * | 1981-04-22 | 1982-08-10 | Hoffmann-La Roche Inc. | Chiral phosphines |
-
1984
- 1984-01-31 DE DE19843403194 patent/DE3403194A1/de not_active Withdrawn
- 1984-12-05 ES ES538269A patent/ES538269A0/es active Granted
- 1984-12-14 EP EP84115470A patent/EP0151282B1/de not_active Expired
- 1984-12-14 AT AT84115470T patent/ATE37031T1/de not_active IP Right Cessation
- 1984-12-14 DE DE8484115470T patent/DE3473879D1/de not_active Expired
-
1985
- 1985-01-02 US US06/688,360 patent/US4634775A/en not_active Expired - Fee Related
- 1985-01-29 DD DD85272830A patent/DD235190A5/de unknown
- 1985-01-30 CA CA000473217A patent/CA1238913A/en not_active Expired
- 1985-01-31 JP JP60015665A patent/JPS60185793A/ja active Granted
- 1985-01-31 BR BR8500437A patent/BR8500437A/pt unknown
Also Published As
Publication number | Publication date |
---|---|
DE3403194A1 (de) | 1985-08-01 |
ES538269A0 (es) | 1986-01-01 |
CA1238913A (en) | 1988-07-05 |
EP0151282A1 (de) | 1985-08-14 |
JPS60185793A (ja) | 1985-09-21 |
BR8500437A (pt) | 1985-09-10 |
US4634775A (en) | 1987-01-06 |
DD235190A5 (de) | 1986-04-30 |
EP0151282B1 (de) | 1988-09-07 |
JPH0314318B2 (es) | 1991-02-26 |
DE3473879D1 (en) | 1988-10-13 |
ATE37031T1 (de) | 1988-09-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD1A | Patent lapsed |
Effective date: 19970303 |