Patents by Inventor Rudolf Schmid

Rudolf Schmid 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).

  • Publication number: 20040110975
    Abstract: The invention is concerned with new phosphine ligands of formula I 1
    Type: Application
    Filed: November 21, 2003
    Publication date: June 10, 2004
    Inventors: Piotr Osinski, Kazimierz Michal Pietrusiewicz, Rudolf Schmid
  • Patent number: 6348612
    Abstract: Novel chiral amidophosphine-phosphinite compounds, which are present in (R) and (S) form, of the general formula wherein R1 signifies alkyl, cycloalkyl or aralkyl, R2 signifies alkyl, cycloalkyl, aralkyl or aryl and R3 and R4 each independently signify alkyl, cycloalkyl, aralkyl, aryl or heteroaryl or R3 and R4 together with the respective phosphorus atom signify a 9-dibenzophospholyl, 9-phosphabicyclo[3.3.1]nonyl or 9-phosphabicyclo[4.2.1]nonyl group and * denotes a chiral center, are manufactured by reacting a compound of the general formula R1C(OH)—CONHR2 (III) with a disubstituted chlorophosphane of the general formula R3R4PCl (IV) in a solvent and in the presence of a base.
    Type: Grant
    Filed: March 5, 1998
    Date of Patent: February 19, 2002
    Assignee: Roche Vitamins Inc.
    Inventors: Wolfgang Burkart, Michelangelo Scalone, Rudolf Schmid
  • Patent number: 6288280
    Abstract: A process for the racemization of atropisomeric bis(phosphine oxide) compounds of formula I: in their (S) or (R) or non-racemic form, is useful for preparing optical active bisphosphine ligands, that form optical active complexes with transition metals. Racemization is thermal and carried out in high or low boiling solvent, under normal or elevated pressure at 105 to 3.5×107 Pa. Heating is performed in a system that allows heating up to 400° C. (reactor, autoclave, aluminum block, round-bottom flask with heating/stirring mantle and the like) or by microwave irradiation or in the melt at a temperature from 260 to 400° C.
    Type: Grant
    Filed: June 15, 2000
    Date of Patent: September 11, 2001
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Frank Kienzle, Michel Lalonde, Rudolf Schmid, Shaoning Wang
  • Patent number: 6274735
    Abstract: The present invention concerns intermediates useful in and a process for the preparation of a compound of formula 1 or a salt thereof comprising a) hydroboration of a compound of formula 2 A, R1 and R2 are as herein defined. These compounds are useful in the synthesis of renin inhibitors.
    Type: Grant
    Filed: July 1, 1999
    Date of Patent: August 14, 2001
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Bruno Lohri, Rudolf Schmid, Eric Vieira
  • Patent number: 6268499
    Abstract: The present invention concerns intermediates useful in and a process for the preparation of a compound of formula 1 or a salt thereof comprisingepoxidation of a compound of formula 2 or a salt thereof wherein A, R1 and R2 are as herein defined. These compounds are useful in the synthesis of renin inhibitors.
    Type: Grant
    Filed: July 13, 1999
    Date of Patent: July 31, 2001
    Assignee: Hoffman-La Roche Inc.
    Inventors: Rolf Güller, Bruno Lohri, Rudolf Schmid
  • Patent number: 6162929
    Abstract: A process for the manufacture of bisphosphine oxide compounds and bisphosphonates as intermediates for the production of bisphosphine ligands, in which in a single step processa) a phosphine oxide compound is reacted in an organic solvent at -70.degree. C. to 20.degree. C. with 0.5-3 eq. of a lithium or magnesium amide compound,b) 0.5-3 eq. of oxidatively-acting metal salt or metal salt complex are added to the suspension obtained in stage a) in a temperature range of -70.degree. C. to 20.degree. C., with a racemate of a bisphosphine oxide compound being obtained;c) a racemate cleavage is carried out if desired; andd) the bisphosphonates obtained in stage b) or c) are converted into bisphosphine oxides.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: December 19, 2000
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Rudolf Schmid
  • Patent number: 5980039
    Abstract: A hinge for glasses pivotably connects an endpiece (2) attached directly on a lens (3) or provided on a frame with a temple (1). The hinge has a hinge pin (12) held rotatably in a hinge support (22) of the endpiece (2), which hinge pin is disposed on the temple (1). The hinge pin (12) forms a predetermined breaking point (122) for the hinge, which releases the temple (1) when an admissible force on the endpiece (2) is exceeded. A preferred embodiment is described, according to which the hinge pin (12) is formed in one piece with the temple (1) in an injection molding process.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: November 9, 1999
    Assignee: Hemaris GmbH
    Inventors: Rudolf Schmid, Wilhelm Anger
  • Patent number: 5910606
    Abstract: .alpha., .beta.-Unsaturated acids of the formula ##STR1## wherein R.sup.1 signifies C.sub.1 -C.sub.5 -alkyl and Ar signifies an aryl group which is optionally substituted by one or more substituents selected from the group consisting of halogen, phenyl, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -alkoxy, perfluorinated C.sub.1 -C.sub.5 -alkyl or perfluorinated C.sub.1 -C.sub.5 -alkoxy can be obtained from new or known compounds of the formula ##STR2## Compounds I can be converted by asymmetric hydrogenation into corresponding optically active saturated acids.
    Type: Grant
    Filed: January 10, 1997
    Date of Patent: June 8, 1999
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Rudolf Schmid
  • Patent number: 5710322
    Abstract: The compounds of the formula ##STR1## wherein R is OH, NH.sub.2, lower-alkyl-NH or phenyl-lower alkyl-NH are presented. These compounds can be catalytically hydrogenated to the corresponding .alpha.-aminocarboxylic acid derivatives which are intermediates in the synthesis of therapeutic pseudopeptides.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: January 20, 1998
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Emil Albin Broger, Rudolf Schmid
  • Patent number: 5543559
    Abstract: The present invention is concerned with a process for the manufacture of optically active compounds of the formula ##STR1## wherein R signifies lower alkyl, lower alkoxy, phenyl, benzyl or --NR.sub.2.sup.1, R.sup.1 signifies lower alkyl, phenyl, benzyl or hydrogen and * signifies an optically active center, by asymmetrically hydrogenating an enol derivative of ketoisophorone of the formula ##STR2## wherein R has the significance given above, in the presence of a rhodium complex of an optically active diphosphine ligand.
    Type: Grant
    Filed: June 8, 1995
    Date of Patent: August 6, 1996
    Assignee: Hoffman-La Roche Inc.
    Inventors: Emil A. Broger, Yvo Crameri, Rudolf Schmid, Theodor Siegfried
  • Patent number: 5536858
    Abstract: The invention is concerned with novel water-soluble racemic or optically active compounds of formulae ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently signify lower alkyl or lower alkoxy;m and n are 0, 1 or 2; andX signifies hydrogen, an alkali :metal, the equivalent of an earthalkali metal or an ammonium ion;with the provision that R.sup.3 is in position 4 or 5 and R.sup.4 is in position 4' or 5'. The invention is also concerned with complexes of such compounds with a metal of Group VIII. These complexes are, useful as catalysts for asymmetric hydrogenation and for enantioselective hydrogen displacement in prochiral allylic systems.
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: July 16, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michel Lalonde, Rudolf Schmid
  • Patent number: 5488172
    Abstract: Novel chiral phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, R.sup.1 signifies phenyl and R.sup.2 and R.sup.3 signify hydrogen or lower alkoxy,which are suitable in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.
    Type: Grant
    Filed: August 23, 1994
    Date of Patent: January 30, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Marco Cereghetti, Joseph Foricher, Bernd Heiser, Rudolf Schmid
  • Patent number: 5457219
    Abstract: Novel, racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl or lower alkoxy and R.sup.1 represents lower alkyl, cycloalkyl or substituted phenyl, are described.The compounds of formula I are useful in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: October 10, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Rudolf Schmid
  • Patent number: 5430191
    Abstract: Novel racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies hydroxy or a protected hydroxy group, R.sup.1 represents hydroxy, a protected hydroxy group or lower alkoxy and R.sup.2 represents lower alkyl, cycloalkyl, aryl or together with the phosphorus atom a group of the formula are described. The compounds of formula I are useful in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and for enantioselective hydrogen displacements in parochial, allylic systems.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: July 4, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Rudolf Schmid
  • Patent number: 5325992
    Abstract: A dispensing device including a container for a supply of items forming a web. The dispensing device includes a recess formed in an outer wall of the container, a braking unit overlapping the recess. The braking unit includes two lips which work together when items are dispensed and a linear slit between the two lips which enables the items to pass between the two lips, the two lips being fitted with bristles which constitute active elements of the two lips, unattached ends of the bristles of one of the lips extend into, and mesh with, an area of unattached ends of the bristles of the opposite lip. The items are camisole-shaped and sequentially joined bags having a body with a bottom part and handles at the upper part. The bottom part of the body of one of the bags is connected to the leading edge of the handles of the next bag.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: July 5, 1994
    Assignee: Folag AG Folienwerke
    Inventors: Josef Koller, Rudolf Schmid
  • Patent number: 5302738
    Abstract: Novel, racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, lower alkoxy or protected hydroxy, R.sup.1 signifies lower alkoxy, phenoxy, benzyloxy, chlorine or bromine, R.sup.2 stands for lower alkyl or lower alkoxy and n represents the number 0, 1 or 2, are described. These compounds are valuable intermediates in the manufacture of not only known, but also novel diphosphine ligands.
    Type: Grant
    Filed: November 13, 1992
    Date of Patent: April 12, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Bernd Heiser, Rudolf Schmid
  • Patent number: 5274125
    Abstract: Novel, racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, lower alkoxy or a protected hydroxy group, R.sup.1 signifies a five membered heteroaromatic ring, R.sup.2 stands for lower alkyl or lower alkoxy and n represents the number 0, 1 or 2, are described. The compounds of formula I serve in the form of complexes with a metal of Group VIII as catalyst for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.
    Type: Grant
    Filed: November 13, 1992
    Date of Patent: December 28, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Emil A. Broger, Joseph Foricher, Bernd Heiser, Rudolf Schmid
  • Patent number: 4902818
    Abstract: The manufacture of optically active bifunctional compounds of the general formula ##STR1## wherein R represents protected hydroxymethyl, protected formyl or alkoxycarbonyl and R.sup.1 represents a group of the formula ##STR2## in which R.sup.2 and R.sup.3 represents lower alkyl or cycloalkyl or R.sup.2 and R.sup.3 together with the nitrogen atom represent a heterocyclic ring, by isomerizing compounds of the general formula ##STR3## wherein R, R.sup.2 and R.sup.3 have the above significance and R.sup.3 can additionally signify hydrogen, is described.The compounds of formula I are potential intermediates in the manufacture of, interalia, natural vitamin E and natural vitamin K.sub.1.
    Type: Grant
    Filed: October 5, 1988
    Date of Patent: February 20, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Hans-Jurgen Hansen, Rudolf Schmid, Max Schmid
  • Patent number: 4882441
    Abstract: A process for producing natural vitamin E and intermediates in this process.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: November 21, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: David L. Coffen, Rudolf Schmid, Mark J. Sebastian
  • Patent number: 4879395
    Abstract: A process for producing natural vitamin E and intermediates in this process.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: November 7, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: David L. Coffen, Rudolf Schmid, Mark J. Sebastian