Patents by Inventor Matthias Lotz
Matthias Lotz has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 8946481Abstract: The invention relates to a process for producing a compound according to formula (i) or salt thereof, wherein R1 and R1? are independently hydrogen or an amine protecting group and R2 is a carboxyl group or an ester group, comprising reacting a compound according to formula (ii) or salt thereof, wherein R1, R1? and R2 are defined as above, with hydrogen in the presence of a transition metal catalyst and a chiral ligand, wherein the transition metal is selected from group 7, 8 or 9 of the periodic table. Furthermore, the invention relates to products obtainable by said process and to their use in the production of NEP inhibitors. Moreover, the invention relates to the use of transition metal catalyst in the preparation of NEP inhibitors or prodrugs thereof.Type: GrantFiled: October 26, 2012Date of Patent: February 3, 2015Assignee: Novartis AGInventors: David Hook, Bernhard Wietfeld, Matthias Lotz
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Patent number: 8598371Abstract: Compounds of the formula (I) in the form of a mixture of predominantly one diastereomer or in the form of pure diastereomers, Z1-Q-P*R0R1??(I), wherein: Z1 is a C-bonded, secondary phosphine group of the formula —P(R)2, wherein R is a hydrocarbon radical or O-atom(s)-containing heterohydrocarbon radical having 1 to 18 carbon atoms and optionally substituted by C1-C6-alkyl, trifluoromethyl, C1-C6-alkoxy, trifluoromethoxy, (C1-C4-alkyl)2amino, (C6H5)3Si, (C1-C12-alkyl)3Si or halogen; Q is selected from the group consisting of: (i) an optionally substituted achiral aromatic group, wherein the achiral aromatic group is bonded directly to Z1 through a carbon atom of the achiral aromatic group and bonded directly to P*R0R1 through a carbon atom of the achiral aromatic group, and (ii) an optionally substituted C1-C4-alkylene group; P* is a chiral phosphorus atom; R0 is methyl; and R1 is a C-bonded optically enriched or optically pure chiral, mono- or polycyclic, nonaromatic hydrocarbon ring; and preparatType: GrantFiled: April 26, 2013Date of Patent: December 3, 2013Assignee: Solvias AGInventors: Benoit Pugin, Matthias Lotz, Heidi Landert, Adrian Wyss, Raphael Aardoom, Bjorn Gschwend, Andreas Pfaltz, Felix Spindler
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Publication number: 20130267714Abstract: Compounds of the formula (I) in the form of a mixture of predominantly one diastereomer or in the form of pure diastereomers, Z1-Q-P*R0R1??(I), wherein: Z1 is a C-bonded, secondary phosphine group of the formula —P(R)2, wherein R is a hydrocarbon radical or O-atom(s)-containing heterohydrocarbon radical having 1 to 18 carbon atoms and optionally substituted by C1-C6-alkyl, trifluoromethyl, C1-C6-alkoxy, trifluoromethoxy, (C1-C4-alkyl)2-amino, (C6H5)3Si, (C1-C12-alkyl)3Si or halogen; Q is selected from the group consisting of: (i) an optionally substituted achiral aromatic group, wherein the achiral aromatic group is bonded directly to Z1 through a carbon atom of the achiral aromatic group and bonded directly to P*R0R1 through a carbon atom of the achiral aromatic group, and (ii) an optionally substituted C1-C4-alkylene group; P* is a chiral phosphorus atom; R0 is methyl; and R1 is a C-bonded optically enriched or optically pure chiral, mono- or polycyclic, nonaromatic hydrocarbon ring; and preparType: ApplicationFiled: April 26, 2013Publication date: October 10, 2013Inventors: Benoit PUGIN, Matthias LOTZ, Heidi LANDERT, Adrian WYSS, Raphael AARDOOM, Bjorn GSCHWEND, Andreas PFALTZ, Felix SPINDLER
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Patent number: 8450501Abstract: Compounds of the formula (I), in the form of mixtures comprising predominantly one diastereomer or in the form of pure diastereomers, Z1-Q-P*R0R1 (I) in which Z1 is a C-bonded, secondary phosphine group —P(R)2; in which R is in each case independently hydrocarbon radicals or heterohydrocarbon radicals, or Z1 is the —P*R0R1 group; Q is a bivalent, achiral, aromatic base skeleton, a bivalent, achiral ferrocene base skeleton, an optionally substituted bivalent cycloalkane or heterocycloalkane skeleton, or a C1-C4-alkylene skeleton.Type: GrantFiled: November 14, 2008Date of Patent: May 28, 2013Assignee: Solvias AGInventors: Benoît Pugin, Matthias Lotz, Heidi Landert, Adrian Wyss, Raphael Aardoom, Björn Gschwend, Andreas Pfaltz, Felix Spindler
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Publication number: 20110118482Abstract: Compounds of the formula (I), in the form of mixtures comprising predominantly one diastereomer or in the form of pure diastereomers, Z1-Q-P*R0R1 (I) in which Z1 is a C-bonded, secondary phosphine group —P(R)2; in which R is in each case independently hydrocarbon radicals or heterohydrocarbon radicals, or Z1 is the —P*R0R1 group; Q is a bivalent, achiral, aromatic base skeleton, a bivalent, achiral ferrocene base skeleton, an optionally substituted bivalent cycloalkane or heterocycloalkane skeleton, or a C1-C4-alkylene skeleton, and in which base skeletons a secondary phosphine group Z1 is bonded directly to a carbon atom, or, in the case of cyclic base skeletons, directly to a carbon atom or via a C1-C4-alkylene group, and in which base skeletons a P-chiral group —P*R0R1 is bonded directly to a carbon atom, or, in the case of cyclic base skeletons, directly to a carbon atom or via a C1-C4-alkylene group to a carbon atom such that the phosphorus atoms are linked via 1 to 7 atoms of a carbon chain optionally iType: ApplicationFiled: November 14, 2008Publication date: May 19, 2011Inventors: Benoît Pugin, Matthias Lotz, Heidi Landert, Adrian Wyss, Raphael Aardoom, Bjõrn Gschwend, Andreas Pfaltz, Felix Spindler
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Patent number: 7863447Abstract: A compound of the formula I or I?, where the radicals R1 are each, independently of one another, a hydrogen atom or C1-C4-alkyl and R?1 is C1-C4-alkyl; X1 and X2 are each, independently of one another, a sec-phosphino group; R2 is (1) hydrogen, (2) R01R02R03Si—, (3) C1-C18-acyl substituted with halogen, hydroxyl, C1-C8-alkoxy or R04R05N—, or (4) R06—X01—C(O)—; R01, R02 and R03 are each, independently of one another, C1-C12-alkyl, unsubstituted or C1-C4-alkyl- or C1-C4-alkoxy-substituted C6-C10-aryl or C7-C12-aralkyl; R04 and R05 are each, independently of one another, hydrogen, C1-C12-alkyl, C3-C8-cycloalkyl, C6-C10-aryl or C7-C12-aralkyl, or R04 and R05 together are trimethylene, tetramethylene, pentamethylene or 3-oxapentylene; R06 is C1-C18-alkyl, unsubstituted or C1-C4-alkyl- or C1-C4-alkoxy-substituted C3-C8-cycloalkyl, C6-C10-aryl or C7-C12-aralkyl; X01 is —O— or —NH—; T is C-bonded C3-C20-heteroarylene; v is 0 or an integer from 1 to 4; X1 in the heteroring of the heteroarylene is bound in the orthType: GrantFiled: April 19, 2006Date of Patent: January 4, 2011Assignee: Umicore AG & Co., KGInventors: Martin Kesselgruber, Marc Thommen, Matthias Lotz
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Patent number: 7671225Abstract: Compounds of the formula (I) or (I?), where R1 is a hydrogen atom or C1-C4-alkyl and R?1 is C1-C4-alkyl; X1 and X2 are each, independently of one another, a secondary phosphine group; R2 is hydrogen, R01R02R03Si—, C1-C18.Type: GrantFiled: May 3, 2005Date of Patent: March 2, 2010Assignee: Umicore AG & Co. KGInventors: Matthias Lotz, Felix Spindler
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Publication number: 20090326066Abstract: The invention relates to a process for producing a compound according to formula (i) or salt thereof, wherein R1 and R1? are independently hydrogen or an amine protecting group and R2 is a carboxyl group or an ester group, comprising reacting a compound according to formula (ii) or salt thereof, wherein R1, R1? and R2 are defined as above, with hydrogen in the presence of a transition metal catalyst and a chiral ligand, wherein the transition metal is selected from group 7, 8 or 9 of the periodic table. Furthermore, the invention relates to products obtainable by said process and to their use in the production of NEP inhibitors. Moreover, the invention relates to the use of transition metal catalyst in the preparation of NEP inhibitors or prodrugs thereof.Type: ApplicationFiled: September 11, 2007Publication date: December 31, 2009Applicant: NOVARTIS AGInventors: David Hook, Bernhard Wietfeld, Matthias Lotz
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Publication number: 20080287698Abstract: Compounds of the formula (I) or (I?), where R1 is a hydrogen atom or C1-C4-alkyl and R?1 is C1-C4-alkyl; X1 and X2 are each, independently of one another, a secondary phosphine group; R2 is hydrogen, R01R02R03Si—, C1-C18acyl substituted by halogen, hydroxy, C1-C8-alkoxy or R04R05N—, -or R06—X01—C(O)—; R01, R02 and R03 are each, independently of one another, C1-C12-alkyl, unsubstituted or C1-C4-alkyl or C1-C4-alkoxy-substituted C6-C10-aryl or C7-C12-aralkyl; R04 and R05 are each, independently of one another, hydrogen, C1-C12-alkyl, C3-C8-cycloalkyl, C6-C10-aryl or C7-C12-aralkyl, or R04 and R05 together are trimethylene, tetramethylene, pentamethylene or 3-oxapcntylene; R06 is C1-C18-alkyl, unsubstituted or C1-C4-alkyl- or C1-C4-alkoxy-substituted C3-C8-cycloalkyl, C6-C10-aryl or C7-C12-aralkyl; X01 is —O— or —NH—; T is C6-C20-arylene; v is 0 or an integer from 1 to 4; and * denotes a mixture of racemic or enantiomerically pure diastereomers or pure racemic or enantiomerically diastereomers, are excellent chiType: ApplicationFiled: May 3, 2005Publication date: November 20, 2008Inventors: Matthias Lotz, Felix Spindler
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Patent number: 7435840Abstract: The invention relates to compounds having a structural element of formula (I) in an aromatic hydrocarbon ring, wherein: M represents —Li, —MgX3, (C1-C18-Alkyl)3Sn—, —ZnX3 or —B(O—C1-C4-Alkyl)2; X1 and X2, independent of one another, represent O or N, and C-bound hydrocarbon radicals or heterohydrocarbon radicals are bound to the free bonds of the O and N atoms; group —C?C—, together with C atoms, forms a hydrocarbon aromatic compound and represents X3 Cl, Br or I. The inventive compounds are easily obtained by directly substituting the hydrogen in the ortho position to the P atom with metalation reagents. The metal atoms can then be substituted by a reactive electrophilic compound. The group —P(X1—)(X2—) - - - -(BH3)0,1 can then be converted into a secondary phosphine group. The inventive method enables the production of monophosphines and diphosphines even on a large scale, which are valuable ligands for metal complexes serving as catalysts for, e.g. enantioselective hydrogenations.Type: GrantFiled: December 10, 2004Date of Patent: October 14, 2008Assignee: Solvias AGInventors: Andreas Pfaltz, Matthias Lotz, Marc Schönleber, Benoît Pugin, Martin Kesselgruber, Marc Thommen
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Patent number: 7375241Abstract: The invention relates to compounds of formula (I) provided in the form of racemic compounds, mixtures of diastereomers or essentially pure diastereomers, wherein R1 represents a hydrogen atom or C1-C4-alkyl, and at least one secondary phosphine depicts an unsubstituted or substituted cyclic phosphine group, or phosphonium salts thereof having one or two monovalent anions or a divalent anion.Type: GrantFiled: December 10, 2004Date of Patent: May 20, 2008Assignee: Solvias A.G.Inventors: Matthias Lotz, Martin Kesselgruber, Marc Thommen, Benoît Pugin
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Patent number: 7244860Abstract: Compounds of the formula (I), in which R1 is C1-C4alkyl, C6-C10aryi or C7-C11, aralkyl, R2 is an open-chain or cyclic secondary amino group, and R is a radical of the formula in which R3 is C1-C4alkyl or C1-C4alkoxy, and R4 is H, C1-C4alkyl or C1-C4alkoxy, are ligands for metal complexes as homogeneous hydrogenation catalysts for prochiral organic compounds containing double bonds, by means of which a very high activity and productivity and also enantioselectivity can be achievedType: GrantFiled: May 7, 2004Date of Patent: July 17, 2007Assignee: Umicore AG & Co. KGInventors: Felix Spindler, Matthias Lotz, Marc Thommen
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Publication number: 20070149796Abstract: The invention relates to compounds having a structural element of formula (I) in an aromatic hydrocarbon ring, wherein: M represents —Li, —MgX3, (C1-C18-Alkyl)3Sn—, —ZnX3 or —B(O—C1C4-Alkyl)2; X1 and X2, independent of one another, represent O or N, and C-bound hydrocarbon radicals or heterohydrocarbon radicals are bound to the free bonds of the O and N atoms; group —C?C—, together with C atoms, forms a hydrocarbon aromatic compound and represents X3 Cl, Br or I. The inventive compounds are easily obtained by directly substituting the hydrogen in the ortho position to the P atom with metalation reagents. The metal atoms can then be substituted by a reactive electrophilic compound. The group —P(X1—)(X2—) - - - (BH3)0,1 can then be converted into a secondary phosphine group. The inventive method enables the production of monophosphines and diphosphines even on a large scale, which are valuable ligands for metal complexes serving as catalysts for, e.g. enantioselective hydrogenations.Type: ApplicationFiled: December 10, 2004Publication date: June 28, 2007Applicant: SOLVIAS AGInventors: Andreas Pfaltz, Matthias Lotz, Marc Schonleber, Benoit Pugin, Martin Kesselgruber, Marc Thommen
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Publication number: 20070142655Abstract: The invention relates to compounds of formula (I) provided in the form of racemic compounds, mixtures of diastereomers or essentially pure diastereomers, wherein R1 represents a hydrogen atom or C1-C4-alkyl, and at least one secondary phosphine depicts an unsubstituted or substituted cyclic phosphine group, or phosphonium salts thereof having one or two monovalent anions or a divalent anion. The compounds of formula (I) can be obtained by means of a novel method and are valuable ligands for catalytically active metal complexes in asymmetrical synthesis.Type: ApplicationFiled: December 10, 2004Publication date: June 21, 2007Applicant: SOLVIAS AGInventors: Matthias Lotz, Martin Kesselgruber, Marc Thommen, Benoit Pugin
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Publication number: 20060241315Abstract: Compounds of the formula (1), in which R1 is C1-C4alkyl, C6-C10aryi or C7-C11,aralkyl, R2 is an open-chain or cyclic secondary amino group, and R is a radical of the formula in which R3 is C1-C4alkyl or C1-C4alkoxy, and R4 is H, Cl-C4alkyl or C1-C4alkyloxy, are ligands for metal complexes as homogeneous hydrogenation catalysts for prochiral organic compounds containing double bonds, by means of which a very high activity and productivity and also enantioselectivity can be achieved.Type: ApplicationFiled: May 7, 2004Publication date: October 26, 2006Inventors: Felix Spindler, Matthias Lotz, Marc Thommen
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Patent number: 7015342Abstract: The invention relates to ferrocenyl ligands of general formula (II), the Sfc,S-enantiomer or the Rfc,R-enantiomer of the ferrocenyl ligands of formula (II) being enriched, and a method for producing such ligands.Type: GrantFiled: April 17, 2003Date of Patent: March 21, 2006Assignee: Degussa AGInventors: Paul Knochel, Matthias Lotz, Axel Monsees, Thomas Riermeier, Renat Kadyrov, Juan Jose Almena Perea
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Patent number: 7009065Abstract: The invention relates to bidentate organophosphorous ferrocenyl ligands containing ligands of formula (I), to their complex compounds and to their utilization in catalytic processes.Type: GrantFiled: March 10, 2003Date of Patent: March 7, 2006Assignee: Degussa AGInventors: Paul Knochel, Matthias Lotz, Axel Monsees, Thomas Riermeier, Renat Kadyrov, Juan Jose Almena Perea
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Publication number: 20050240007Abstract: The invention relates to ferrocenyl ligands of general formula (II), the Sfc,S-enantiomer or the Rfc,R-enantiomer of the ferrocenyl ligands of formula (II) being enriched, and a method for producing such ligands.Type: ApplicationFiled: April 17, 2003Publication date: October 27, 2005Inventors: Paul Knochel, Matthias Lotz, Axel Monsees, Thomas Riermeier, Renat Kadyrov, Juan Almena Perea
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Publication number: 20050234253Abstract: The invention relates to bidentate organophosphorous ferrocenyl ligands containing ligands of formula (I), to their complex compounds and to their utilization in catalytic processes.Type: ApplicationFiled: March 10, 2003Publication date: October 20, 2005Applicant: Degussa AGInventors: Paul Knochel, Matthias Lotz, Axel Monsees, Thomas Riermeier, Renat Kadyrov, Juan Almena Perea
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Patent number: 5626181Abstract: Apparatus for removing burrs from flame cut steel slabs including multiple deburring pistons extendably mounted in a piston body. Pressurization of the piston body causes extension of the pistons, while rotation of the piston body positions the deburring pistons at an inclined angle with respect to the work piece.Type: GrantFiled: March 10, 1995Date of Patent: May 6, 1997Assignee: Gega CorporationInventors: Horst K. Lotz, Matthias Lotz