Patents Assigned to Solvias AG
  • Patent number: 7094907
    Abstract: The invention relates to a process for the manufacture of bidentate ligands of the formula IA and IIA, characterized in that N,N-(optionally substituted)dialkylamino phosphines bound to an aromatic carbon are lithiated in ortho-position and the lithiated compounds are further converted to said bidentate ligands: wherein X1 is NR, O or S; X2 is CHR1 or CR1; X3 is CHR2 or NR2, or, if X2is CR1, X3 is CR2 or N; and R, R1 and R2 are radicals such as alkyl groups or R1 and R2 together form an annealed ring; Y1*, Y2* and Y1?* are, independently of each other, an element of the fifth group of the periodic table of elements as such or in thioxo or oxo form; Z1*, Z2*, Z3*, Z4*, Z1?*, Z2?* are, independently of each other, for example halogen, hydrogen, or an unsubstituted or substituted moiety selected from radicals such as alkyl groups; the substituents have otherwise the meanings given in the specification; and the ligands are capable of forming metal complexes, which can be used as catalysts in stereoselective s
    Type: Grant
    Filed: October 2, 2002
    Date of Patent: August 22, 2006
    Assignee: Solvias AG
    Inventor: Ulrich Berens
  • Patent number: 6812368
    Abstract: The invention relates to a novel process of diastereoselective hydrogenation of 1,3-hydroxyketones of formula (I) wherein R, R′ and R″ are as defined in claim 1 which is carried out in a solvent in the presence of a magnesium salt, a heterogeneous platinum catalyst and optionally an oxidant.
    Type: Grant
    Filed: July 2, 2003
    Date of Patent: November 2, 2004
    Assignee: Solvias AG
    Inventors: Martin Studer, Stephan Burkhardt, Ulrike Nettekoven
  • Patent number: 6794532
    Abstract: Process for enantioselectively hydrogenating prochiral ketones to (S)-alcohols using platinum catalysts in the presence of cinchonines or quinidines as modifiers and in the presence of hydrogen, which is characterized in that the modifiers used are cinchonines unsubstituted in the 3-position, 3-ethylidenyl- or 9-methoxycinchonines or derivatives thereof in which the quinoline ring is replaced by other rings.
    Type: Grant
    Filed: April 11, 2003
    Date of Patent: September 21, 2004
    Assignee: Solvias AG
    Inventors: Martin Studer, Stephan Burkhardt, Andreas Pfaltz, Christian Exner
  • Patent number: 6784295
    Abstract: Process for the coupling of a) nucleophiles selected from the group alcohols, thioles, amines, metallised hydrocarbons, CH-acidic compounds and metal cyanides, or of b) carbon monoxide mixed with water, alcohols, ammonia, primary or secondary amines, to organic compounds selected from the group of leaving-group-containing aromatics, hetero-aromatics with a C-bonded leaving group, aromatic or hetero-aromatic methyl compounds with a leaving group bonded to the methyl group, ethylenically unsaturated organic compounds with a C-bonded leaving group, or organic allyl compounds with a leaving group in allyl position, or c) vinyl compounds with leaving-group-containing aromatics, whilst cleaving the leaving group in the presence of Pd complexes with monophospholine ligands as the catalyst, whereby variants b) and c) are carried out in the presence of an inorganic base or organic nitrogen base, the process being characterised in that the Pd complex contains secondary monophosphines with aliphatic, branched or cycl
    Type: Grant
    Filed: March 3, 2003
    Date of Patent: August 31, 2004
    Assignee: Solvias AG
    Inventors: Adriano Indolese, Anita Schnyder
  • Patent number: 6777567
    Abstract: Compounds of the formula (I) and (Ia) in the form of racemates, mixtures of diastereomers or in essentially enantiomerically pure form, (I), (Ia), where R is hydrogen, C1-C8alkyl, C5-C12cycloakyl, phenyl or phenyl substituted by from 1 to 3 C1-C4alky or C1-C4alkoxy groups; n is 0 or an integer from 1 to 4 and R1 are identical or different substituents selected from the group consisting of C1-C4alkyl, C1-C4fluoroalkyl and C1-C4alkoxy; X1 and X2 are each, independently of one another, secondary phosphino; T is C6-C20arylene or C3-C16heteroarylene; and X2 is bound in the ortho position relative to the T-cyclopentadienyl bond.
    Type: Grant
    Filed: December 31, 2002
    Date of Patent: August 17, 2004
    Assignee: Solvias AG
    Inventors: Walter Weissensteiner, Thomas Sturm, Felix Spindler
  • Publication number: 20040143001
    Abstract: A compound of formula I: 1
    Type: Application
    Filed: December 23, 2003
    Publication date: July 22, 2004
    Applicants: Destiny Pharma Limited, Solvias AG
    Inventors: William Love, Derek Brundish, William Rhys-Williams, Xiang Dong Feng, Benoit Pugin
  • Patent number: 6660890
    Abstract: A process for the heterogeneous and enantioselective hydrogenation of prochiral organic &agr;-keto compounds with platinum as the catalyst in the presence of a soluble or immobilized chiral aromatic nitrogen base with at least one basic nitrogen atom adjacent to stereogenic carbon atoms, whereby prochiral &agr;-ketoacetals are hydrogenated to optically active &agr;-hydroxyacetals.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: December 9, 2003
    Assignee: Solvias AG
    Inventor: Martin Studer
  • Patent number: 6635783
    Abstract: Bicyclic amino alcohols, whose amino group and hydroxy group are bonded in positions 1,3 adjacent to the bridge, for example are valuable ligands for metal complexes of the d-8 metals of the periodic table of elements. The metal complexes in question are catalysts or catalyst precursors for the asymmetric hydrogenation or asymmetric transfer hydrogenation with hydrogen donors of prochiral organic compounds with carbon double bonds or carbon/hetero atom double bonds, for example ketones and imines.
    Type: Grant
    Filed: March 6, 2001
    Date of Patent: October 21, 2003
    Assignee: Solvias AG
    Inventor: Peter Herold
  • Patent number: 6632954
    Abstract: Compounds of formulae I and Ia, wherein X1 is secondary phosphino; R3 is hydrogen, a hydrocarbon radical having from 1 to 20 carbon atoms, a heterohydrocarbon radical, bonded via a carbon atom, having from 2 to 20 atoms and at least one hetero atom selected from the group O, S and NR, or ferrocenyl; R is H or C1-C4alkyl; each R4 individually or both R4 together are a hydrocarbon radical having from 1 to 20 carbon atoms; and R01 and R02 are each independently of the other a hydrogen atom or a hydrocarbon radical having from 1 to 20 carbon atoms, are chiral ligands for metal complexes with metals of sub-groups I and VIII, which are catalysts for asymmetric addition reactions, for example of hydrogen, to prochiral unsaturated organic compounds.
    Type: Grant
    Filed: February 26, 2002
    Date of Patent: October 14, 2003
    Assignee: Solvias AG
    Inventors: Andreas Pfaltz, Joerg R. Blankenstein, Frederik Menges
  • Patent number: 6617475
    Abstract: Optically active &agr;-hydroxyethers are prepared from prochiral &agr;-ketoethers by heterogeneous hydrogenation using platinum catalysts in the presence of a chiral nitrogen base in high chemical and optical yields, since this type of hydrogenation selectively hydrogenates only one diastereomer virtually to completion. The yields may be substantially increased by adding a solid, strong base which has a racemizing effect on the non-hydrogenatable diasteromer.
    Type: Grant
    Filed: September 4, 2002
    Date of Patent: September 9, 2003
    Assignee: Solvias AG
    Inventors: Martin Studer, Stephan Burkhardt
  • Patent number: 6548684
    Abstract: Process for the coupling of a) nucleophiles selected from the group alcohols, thioles, amines, metallised hydrocarbons, CH-acidic compounds and metal cyanides, or of b) carbon monoxide mixed with water, alcohols, ammonia, primary or secondary amines, to organic compounds selected from the group of leaving-group-containing aromatics, hetero-aromatics with a C-bonded leaving group, aromatic or hetero-aromatic methyl compounds with a leaving group bonded to the methyl group, ethylenically unsaturated organic compounds with a C-bonded leaving group, or organic allyl compounds with a leaving group in allyl position, or c) vinyl compounds with leaving-group-containing aromatics, whilst cleaving the leaving group in the presence of Pd complexes with monophospholine ligands as the catalyst, whereby variants b) and c) are carried out in the presence of an inorganic base or organic nitrogen base, the process being characterised in that the Pd complex contains secondary monophosphines with aliphatic, branched or cyc
    Type: Grant
    Filed: March 6, 2001
    Date of Patent: April 15, 2003
    Assignee: Solvias AG
    Inventors: Adriano Indolese, Anita Schnyder
  • Patent number: 6534653
    Abstract: Compounds of the formula I, in the form of their racemates, mixtures of stereoisomers or mainly pure stereoisomers in which Y is C1-C4alkylene or —SiR1R2—; X is a carbon atom and A1 and A2 independently of one another are hydrogen, C1-C12alkyl, C2-C12alkenyl, C3-C8cycloalkyl, C3-C8cycloalkenyl, C3-C8cycloalkyl-C1-C4alkyl, C3-C8cycloalkenyl-C1-C4alkyl, C6-C10aryl or C7-C14aralkyl; or X is a silicon atom and A1 and A2 independently of one another are C1-C12alkyl, C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C4alkyl, C6-C10aryl or C7-C14aralkyl; A3 and A4 independently of one another are hydrogen, C1-C12alkyl, C3-C8cycloalkyl, C3-C8-cycloalkyl-C1-C4alkyl, C6-C10aryl or C7-C14aralkyl; and R1 and R2 independently of one another are C1-C6alkyl, cyclohexyl, phenyl or benzyl, are ligands for metal complexes of the eighth sub-group of the Periodic Table of the Elements, which are suitable as catalysts for asymmetric hydrogenations and transfer hydrogenations of prochiral compounds having car
    Type: Grant
    Filed: April 10, 2001
    Date of Patent: March 18, 2003
    Assignee: Solvias AG
    Inventors: Pher G. Andersson, Sofia J. M. Nordin, Peter Roth
  • Patent number: 6515183
    Abstract: Compounds of formula III, wherein R6 und R7 signify identical or different secondary phosphino; R8 is —CH2—OH, —CH2—NH2, —CH2—O—B—FU, —CH2—NH2—B—FU, or —O—B—FU; R9 has the same significance as R8 or is C1-C4-alkyl or C1-C4-alkoxy; or R8 and R9 together signify HOCH(CH2—O—)2, H2NCH—(CH2—O—)2, FU—B—OCH(CH2—O—)2 or FU-B-HNCH(CH2—O—)2; B is a bridging group; and FU is a functional group. The compounds may be bonded to inorganic or organic carriers. Their d-8 metal complexes are valuable catalysts for the enantioselective hydrogenation of prochiral organic compounds with carbon multiple bonds or carbon/hetero atom multiple bonds.
    Type: Grant
    Filed: July 6, 2001
    Date of Patent: February 4, 2003
    Assignee: Solvias AG
    Inventors: Benoît Pugin, Ivo Steiner, Rhony Niklaus Aufdenblatten, Antonio Togni
  • Patent number: 6498256
    Abstract: Compounds of formulae I and Ia, wherein X1 is secondary phosphino; R3 is hydrogen, a hydrocarbon radical having from 1 to 20 carbon atoms, a heterohydrocarbon radical, bonded via a carbon atom, having from 2 to 20 atoms and at least one hetero atom selected from the group O, S and NR, or ferrocenyl; R is H or C1-C4alkyl; each R4 individually or both R4 together are a hydrocarbon radical having from 1 to 20 carbon atoms; and R01 and R02 are each independently of the other a hydrogen atom or a hydrocarbon radical having from 1 to 20 carbon atoms, are chiral ligands for metal complexes with metals of sub-groups I and VII, which are catalysts for asymmetric addition reactions, for example of hydrogen, to prochiral unsaturated organic compounds.
    Type: Grant
    Filed: September 20, 2001
    Date of Patent: December 24, 2002
    Assignee: Solvias AG
    Inventors: Andreas Pfaltz, Joerg R. Blankenstein, Frederik Menges
  • Patent number: 6472345
    Abstract: A process for the halogenation of activated methylene and methine compounds with at least equimolar amounts of an electrophilic halogenation reagent, which comprises reacting said activated methylene and methine compounds in the presence of catalytic amounts of a titanium compound of the formula I or of a titanium compound of the formula II R1TiX1X2X3  (I), R2R3TiX1X2  (II), in which R1 is chlorine, bromine or iodine, a substituted or unsubstituted cyclopentadienyl or indenyl, and X1, X2 and X3 are, independently of one another, chlorine, bromine or iodine, or X1, X2 and X3 are an organic sulfonate group where R1 is a substituted or unsubstituted cyclopentadienyl or indenyl; R2 and R3 are a substituted or unsubstituted cyclopentadienyl or indenyl, R2 and R3 together are a substituted or unsubstituted and bridged or unbridged biscyclopentadienyl or bisindenyl, or R2 and R3 together are a substituted or unsubstituted 1,3-, 1,4- or 1,5-diolate, and X1, and X2 are, independently of one
    Type: Grant
    Filed: May 2, 2001
    Date of Patent: October 29, 2002
    Assignee: Solvias AG
    Inventors: Lukas Hintermann, Antonio Togni
  • Patent number: 6441233
    Abstract: A process for the preparation of primary aromatic carboxamides by the carbonylation of an aromatic compound, which contains at least one leaving group, with carbon monoxide, in the presence of a homogeneous or heterogeneous Pd catalyst and at least stoichiometric amounts of an amidation agent at elevated temperatures, which is characterized in that a primary carboxamide or a primary urethane is used as the amidation agent, and the reaction is carried out in the presence of an acylation catalyst.
    Type: Grant
    Filed: June 21, 2001
    Date of Patent: August 27, 2002
    Assignee: Solvias AG
    Inventors: Anita Schnyder, Adriano Indolese, Gerald Mehltretter
  • Patent number: 6281390
    Abstract: Compounds of formula III, wherein R6 und R7 signify identical or different secondary phosphino; R8 is —CH2—OH, —CH2—NH2—, —CH2O——B—FU, —CH2—NH2—B—FU, or —O—B—FU; R9 has the same significance as R8 or is C1-C4-alkyl or C1-C4-alkoxy; or R8 and R9 together signify HOCH(CH2—O—)2, H2NCH—(CH2—O—)2, FU—B—OCH(CH2—O—)2 or FU—B—HNCH(CH2—O—)2; B is a bridging group; and FU is a functional group. The compounds may be bonded to inorganic or organic carriers. Their d-8 metal complexes are valuable catalysts for the enantioselective hydrogenation of prochiral organic compounds with carbon multiple bonds or carbon/hetero atom multiple bonds.
    Type: Grant
    Filed: November 17, 1999
    Date of Patent: August 28, 2001
    Assignee: Solvias AG
    Inventors: Benoît Pugin, Ivo Steiner, Rhony Niklaus Aufdenblatten, Antonio Togni