ES2164187T3 - Procedimiento para la preparacion de derivados de acidos 2-piperazina-carboxilicos opticamente activos. - Google Patents

Procedimiento para la preparacion de derivados de acidos 2-piperazina-carboxilicos opticamente activos.

Info

Publication number
ES2164187T3
ES2164187T3 ES96108171T ES96108171T ES2164187T3 ES 2164187 T3 ES2164187 T3 ES 2164187T3 ES 96108171 T ES96108171 T ES 96108171T ES 96108171 T ES96108171 T ES 96108171T ES 2164187 T3 ES2164187 T3 ES 2164187T3
Authority
ES
Spain
Prior art keywords
optically active
carboxylic acid
piperazine
alkyl
procedure
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 - Lifetime
Application number
ES96108171T
Other languages
English (en)
Inventor
Rudolf Dr Fuchs
Jean-Paul Dr Roduit
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lonza AG
Original Assignee
Lonza AG
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 Lonza AG filed Critical Lonza AG
Application granted granted Critical
Publication of ES2164187T3 publication Critical patent/ES2164187T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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
    • 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
    • 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
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • 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
    • 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
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • 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
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0286—Complexes comprising ligands or other components characterized by their function
    • 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)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

DERIVADOS DE ACIDOS 2-PIPERAZIN-CARBOXILICOS OPTICAMENTE ACTIVOS DE FORMULA GENERAL EN DONDE R1 Y R2 SON, ENTRE OTRAS COSAS, HIDROGENO, ALQUILO O ACILO, Y X ALCOXILO O UN GRUPO AMINO (SUSTITUIDO); SE OBTIENEN POR HIDRATACION ASIMETRICA DE LAS CORRESPONDIENTES 1,4,5,6-TETRAHIDROPIRAZINAS CON LA ACCION CATALITICA DE COMPLEJOS DE RODIO, RUTENIO O IRIDIO OPTICAMENTE ACTIVOS. LOS COMPUESTOS DE FORMULA I SON PRODUCTOS INTERMEDIOS PARA LA OBTENCION DE PRINCIPIOS ACTIVOS FARMACEUTICOS, POR EJEMPLO DE INHIBIDORES DE PROTEASAS DE HIV.
ES96108171T 1995-05-23 1996-05-22 Procedimiento para la preparacion de derivados de acidos 2-piperazina-carboxilicos opticamente activos. Expired - Lifetime ES2164187T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH152095 1995-05-23
CH358195 1995-12-19

Publications (1)

Publication Number Publication Date
ES2164187T3 true ES2164187T3 (es) 2002-02-16

Family

ID=25687884

Family Applications (1)

Application Number Title Priority Date Filing Date
ES96108171T Expired - Lifetime ES2164187T3 (es) 1995-05-23 1996-05-22 Procedimiento para la preparacion de derivados de acidos 2-piperazina-carboxilicos opticamente activos.

Country Status (9)

Country Link
US (1) US5886181A (es)
EP (1) EP0744401B1 (es)
JP (1) JPH08319278A (es)
AT (1) ATE209190T1 (es)
CA (1) CA2177227C (es)
DE (1) DE59608234D1 (es)
DK (1) DK0744401T3 (es)
ES (1) ES2164187T3 (es)
PT (1) PT744401E (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE59609835D1 (de) * 1995-01-23 2002-12-05 Lonza Ag Visp Verfahren zur herstellung von 1,4,5,6-tetrahydropyrazin-2-carbonsäureamiden
CA2201218C (en) * 1996-04-23 2004-09-28 Rudolf Fuchs Process for the preparation of optically active piperazine-2-carboxylic acid derivatives
DE19620494A1 (de) * 1996-05-21 1997-11-27 Basf Ag 1-(Halogenalkanoyl)-2-carboxamido-1,4,5,6-tetrahydropyrazine
US5977364A (en) * 1998-02-02 1999-11-02 Merck & Co., Inc. Process for preparing 4-tert-butyloxycarbonyl-(S)-piperazine-2-tert-butylcarboxamide
DE10225352A1 (de) * 2002-06-07 2003-12-18 Bayer Ag Verfahren zur stereoselektiven Reduktion von 4-Aryl-4-oxobutansäure-derivaten
CN109824653B (zh) * 2019-04-03 2020-06-30 华北理工大学 1,2,3,4-四氢吡嗪-2-羧酸酯类化合物、制备方法及其应用

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3434525A1 (de) * 1984-09-20 1986-03-27 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von (alpha),(beta)-diaminoacrylnitrilen
US5011995A (en) * 1987-07-28 1991-04-30 Ciba-Geigy Corporation Process for the preparation of optically active secondary amines
US4996361A (en) * 1987-07-30 1991-02-26 The University Of British Columbia Process for the preparation of optically active secondary arylamines
JPH01117869A (ja) * 1987-10-30 1989-05-10 Hokuriku Seiyaku Co Ltd ２−アミノメチルピペラジン誘導体
IL103613A (en) * 1991-11-08 1999-05-09 Merck & Co Inc VIH protease inhibitors, and the process of preparing intermediates and pharmaceutical preparations containing them.
EP0564406B1 (de) * 1992-04-02 1999-05-06 Novartis AG Ferrocenyldiphosphine als Liganden für homogene Katalysatoren
SG42938A1 (en) * 1993-02-26 1997-10-17 Ciba Geigy Ag Ferrocenc diphosphines as ligands for homogeneous catalysts
CZ293953B6 (cs) * 1993-07-16 2004-08-18 Mercká@Áco@Źáinc Způsob výroby meziproduktů pro výrobu inhibitorů HIV@proteázy a příslušné meziprodukty
US5463067A (en) * 1993-07-16 1995-10-31 Merck & Co., Inc. Process for making HIV protease inhibitors
IL110255A (en) * 1993-07-16 1998-12-06 Merck & Co Inc Creation and resolution of 2 tert-butylcarboxamidopiprazine
SG42925A1 (en) * 1993-10-01 1997-10-17 Ciba Geigy Ag Fluoroalkyl-substituted ferrocenyl diphosphines as ligands for homogeneous catalysts
US5723615A (en) * 1995-06-28 1998-03-03 Merck & Co., Inc. Process for preparing 4-tert-butyloxycarbonyl-(S)-piperazine-2-tert-butylcarboxamide

Also Published As

Publication number Publication date
EP0744401A2 (de) 1996-11-27
EP0744401B1 (de) 2001-11-21
ATE209190T1 (de) 2001-12-15
DK0744401T3 (da) 2002-03-18
JPH08319278A (ja) 1996-12-03
DE59608234D1 (de) 2002-01-03
PT744401E (pt) 2002-05-31
US5886181A (en) 1999-03-23
CA2177227C (en) 2008-09-23
EP0744401A3 (de) 1997-10-01
CA2177227A1 (en) 1996-11-24

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