WO2009019469A3 - Composés catalyseurs - Google Patents

Composés catalyseurs Download PDF

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Publication number
WO2009019469A3
WO2009019469A3 PCT/GB2008/002663 GB2008002663W WO2009019469A3 WO 2009019469 A3 WO2009019469 A3 WO 2009019469A3 GB 2008002663 W GB2008002663 W GB 2008002663W WO 2009019469 A3 WO2009019469 A3 WO 2009019469A3
Authority
WO
WIPO (PCT)
Prior art keywords
compounds
group
aryl
alkyl
hydrogen
Prior art date
Application number
PCT/GB2008/002663
Other languages
English (en)
Other versions
WO2009019469A2 (fr
WO2009019469A9 (fr
Inventor
Simon Jones
Francois-Moana Gautier
Original Assignee
Univ Sheffield
Simon Jones
Francois-Moana Gautier
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 Univ Sheffield, Simon Jones, Francois-Moana Gautier filed Critical Univ Sheffield
Publication of WO2009019469A2 publication Critical patent/WO2009019469A2/fr
Publication of WO2009019469A3 publication Critical patent/WO2009019469A3/fr
Publication of WO2009019469A9 publication Critical patent/WO2009019469A9/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
    • C07C209/28—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds by reduction with other reducing agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/52—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of imines or imino-ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/45—Monoamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/45—Monoamines
    • C07C211/48—N-alkylated amines
    • 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
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
    • C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
    • C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

L'invention porte sur des composés destinés à être utilisés comme catalyseurs, sur des procédés de fabrication desdits composés, et sur l'utilisation desdits composés comme catalyseurs dans des procédés catalytiques, comprenant mais sans y être limités, la réduction asymétrique de composés imines et énamines et/ou l'animation réductrice de composés cétones. Un composé destiné à être utilisé comme catalyseur est représenté par la formule (I) dans laquelle chacun parmi R1, R2, R3, R4 et R5 est choisi séparément du groupe constitué par hydrogène, alkyle et aryle; X représente oxygène ou soufre; et Z a la formule (II) dans laquelle chacun parmi R6 et R7 est choisi séparément dans le groupe constitué par hydrogène, alcoxy, nitro, halogène, alkyle et aryle, ou R6 et R7 sont liés pour former un groupe cyclique; et Y représente oxygène, soufre ou NR10 dans lequel R10 est choisi dans le groupe constitué par hydrogène, alkyle et aryle.
PCT/GB2008/002663 2007-08-06 2008-08-05 Composés catalyseurs WO2009019469A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0715206A GB2451629A (en) 2007-08-06 2007-08-06 1-(Azolylcarbonyl)-2-(hydroxymethyl)pyrrolidine derivatives for use as catalysts for asymmetric reduction of imines & reductive amination of ketones
GB0715206.9 2007-08-06

Publications (3)

Publication Number Publication Date
WO2009019469A2 WO2009019469A2 (fr) 2009-02-12
WO2009019469A3 true WO2009019469A3 (fr) 2009-04-02
WO2009019469A9 WO2009019469A9 (fr) 2009-06-25

Family

ID=38529296

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2008/002663 WO2009019469A2 (fr) 2007-08-06 2008-08-05 Composés catalyseurs

Country Status (2)

Country Link
GB (1) GB2451629A (fr)
WO (1) WO2009019469A2 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201120594D0 (en) * 2011-11-30 2012-01-11 Univ Sheffield Catalyst compounds

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003040099A1 (fr) * 2001-11-07 2003-05-15 Glaxosmithkline S.P.A. Preparation de composes de benzosuberonylpiperidine
WO2003040107A1 (fr) * 2001-09-24 2003-05-15 Bayer Pharmaceuticals Corporation Preparation et utilisation de derives d'imidazole dans le traitement de l'obesite
WO2003090680A2 (fr) * 2002-04-23 2003-11-06 Axys Pharmaceuticals, Inc. Nouveaux derives de phenyle inducteurs d'apoptose
WO2005099705A2 (fr) * 2004-03-24 2005-10-27 Bayer Pharmaceuticals Corporation Preparation de derives imidazoles et leurs procedes d'utilisation
WO2006116355A1 (fr) * 2005-04-22 2006-11-02 Kalypsys, Inc. Inhibiteurs ortho-terphenyle de kinase p38 et procedes de traitement des troubles inflammatoires

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BRPI0511295A (pt) * 2004-05-18 2007-12-04 Schering Corp 2-quinolil-oxazóis substituìdos úteis como inibidores de pde4

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003040107A1 (fr) * 2001-09-24 2003-05-15 Bayer Pharmaceuticals Corporation Preparation et utilisation de derives d'imidazole dans le traitement de l'obesite
WO2003040099A1 (fr) * 2001-11-07 2003-05-15 Glaxosmithkline S.P.A. Preparation de composes de benzosuberonylpiperidine
WO2003090680A2 (fr) * 2002-04-23 2003-11-06 Axys Pharmaceuticals, Inc. Nouveaux derives de phenyle inducteurs d'apoptose
WO2005099705A2 (fr) * 2004-03-24 2005-10-27 Bayer Pharmaceuticals Corporation Preparation de derives imidazoles et leurs procedes d'utilisation
WO2006116355A1 (fr) * 2005-04-22 2006-11-02 Kalypsys, Inc. Inhibiteurs ortho-terphenyle de kinase p38 et procedes de traitement des troubles inflammatoires

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
B. T. CHO: "Recent advances in the synthetic applications of the oxazaborolidine-mediated asymmetric reduction", TETRAHEDRON, vol. 62, no. 33, 2006, pages 7621 - 7643, XP002510196 *
C. SCHUNICHT ET AL.: "Microgel-supported Oxazaborolidines: Novel Catalysts for Enantioselective Reductions", TETRAHEDRON, vol. 56, 2000, pages 1693 - 1699, XP002510195 *
E. CESAROTTI ET AL.: "Asymmetric hydrogenation catalyzed by aminophosphine-phosphinite rhodium complexes derived from natural amino alcohols", GAZETTA CHIMICA ITALIANA, vol. 117, 1987, pages 129 - 133, XP009108640 *
M. P. KRZEMINSKI, M. ZAIDLEWICZ: "Asymmetric reduction of ketoxime derivatives and N-alkylketimines with borane-oxazaborolidine adducts", TETRAHEDRON: ASYMMETRY, vol. 14, no. 11, 2003, pages 1463 - 1466, XP002510197 *
Y. HONG ET AL.: "Asymmetric reduction of .alpha.-ketimines with oxazaborolidine catalysts: a novel, practical approach to chiral arylethanolamines", TETRAHEDRON LETT., vol. 35, no. 31, 1994, pages 5551 - 5554, XP002510198 *

Also Published As

Publication number Publication date
GB0715206D0 (en) 2007-09-12
WO2009019469A2 (fr) 2009-02-12
WO2009019469A9 (fr) 2009-06-25
GB2451629A (en) 2009-02-11

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