Patents by Inventor Robert Volkmann

Robert Volkmann 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).

  • Patent number: 4864046
    Abstract: Intermediates and a stepwise process for the conversion of ethyl 4-chloro-3R-hydroxybutyrate to optically active compounds of the formula ##STR1## wherein R is (C.sub.1 -C.sub.3)alkyl, phenyl or tolyl. The later compounds are in turn useful as an intermediate in the preparation of penem antibiotic 5R,6S-6-(1R-hydroxyethyl)-2-(1R-oxo-3S-thiolanylthio)-2-penem-3-carboxylic acic and corresponding pharmaceutically acceptable salts and esters.
    Type: Grant
    Filed: February 9, 1989
    Date of Patent: September 5, 1989
    Assignee: Pfizer Inc.
    Inventor: Robert A. Volkmann
  • Patent number: 4794179
    Abstract: Process and intermediates for the conversion of 3R,4R-4-acetoxy-3-[1R-1-(silyloxy)ethyl]-2-azetidinones to antibacterial 5R,6S-6-(1R-1-hydroxyethyl)-2-(1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids, and the pharmaceutically-acceptable salts and pivaloyloxymethyl esters thereof.
    Type: Grant
    Filed: December 3, 1987
    Date of Patent: December 27, 1988
    Assignee: Pfizer Inc.
    Inventors: Robert A. Volkmann, David L. Lindner
  • Patent number: 4772717
    Abstract: A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1,5c]tetrahydro thiazoles by contacting the boron trifluoride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: September 20, 1988
    Assignee: Pfizer Inc.
    Inventor: Robert A. Volkmann
  • Patent number: 4762920
    Abstract: A process for the preparation of penicillanic acid 1,1-dioxide and esters thereof readily hydrolyzable in vivo, which comprises oxidation of a 6,6-dihalopenicillanic acid, or an ester thereof readily hydrolyzable in vivo, to the corresponding 6,6-dihalopenicillanic acid 1,1-dioxide or ester thereof, followed by dehalogenation (e.g. by hydrogenolysis). The 6,6-dihalopenicillanic acid 1,1-dioxides and esters thereof readily hydrolyzable in vivo are novel intermediates. Penicillanic acid 1,1-dioxide, and esters thereof readily hydrolyzable in vivo, are known compounds which are useful as beta-lactamase inhibitors and for enhancing the effectiveness of certain beta-lactam antibiotics (e.g. the penicillins) in the treatement of bacterial infections in mammals, particularly humans.
    Type: Grant
    Filed: August 5, 1986
    Date of Patent: August 9, 1988
    Assignee: Pfizer, Inc.
    Inventors: Ronnie D. Carroll, Robert A. Volkmann
  • Patent number: 4739047
    Abstract: Process and intermediates for the conversion of 3R,4R-4-acetoxy-3-[1R-1-(silyloxy)ethyl]-2-azetidinones to antibacterial 5R,6S-6-(1R-1-hydroxyethyl)-2-(1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids, and the pharmaceutically-acceptable salts and pivaloyloxymethyl esters thereof.
    Type: Grant
    Filed: June 24, 1986
    Date of Patent: April 19, 1988
    Assignee: Pfizer Inc.
    Inventors: Robert A. Volkmann, David L. Lindner
  • Patent number: 4738972
    Abstract: Hypoglycemic 5-[1-(5,6,7,8-tetrahydro-2-napthyl-; 1,2,3,4-tetrahydro-6-quinolyl-; 2-indanyl-; and 2-indolyl)alkyl]thiazolidine-2,4-dione derivatives, pharmaceutically acceptable salts thereof, and a method for their use in the treatment of hyperglycemic mammals.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: April 19, 1988
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Gerald F. Holland, Michael R. Johnson, Robert A. Volkmann
  • Patent number: 4732988
    Abstract: A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1, 5c]tetrahydro thiazoles by contacting the boron trifluoride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.
    Type: Grant
    Filed: July 13, 1987
    Date of Patent: March 22, 1988
    Assignee: Pfizer Inc.
    Inventor: Robert A. Volkmann
  • Patent number: 4714761
    Abstract: A process for the preparation of penicillanic acid 1,1-dioxide and esters thereof readily hydrolyzable in vivo, which comprises oxidation of a 6,6-dihalopenicillanic acid, or an ester thereof readily hydrolyzable in vivo, to the corresponding 6,6-dihalopenicillanic acid 1,1-dioxide or ester thereof, followed by dehalogenation (e.g. by hydrogenolysis). The 6,6-dihalopenicillanic acid 1,1-dioxides and esters thereof readily hydrolyzable in vivo are novel intermediates. Penicillanic acid 1,1-dioxide, and esters thereof readily hydrolyzable in vivo, are known compounds which are useful as beta-lactamase inhibitors and for enhancing the effectiveness of certain beta-lactam antibiotics (e.g. the penicillins) in the treatment of bacterial infections in mammals, particularly humans.
    Type: Grant
    Filed: July 25, 1986
    Date of Patent: December 22, 1987
    Assignee: Pfizer Inc.
    Inventors: Ronnie D. Carroll, Robert A. Volkmann
  • Patent number: 4703052
    Abstract: Hypoglycemic 2,3-dihydro-5-benzo[b]furanyl-2,3-dihydro-5-benzo[b]thienyl-, 3,4-dihydro(2H)-6-benzopyranyl- and 6-thiochromanyl-thiazolidine-2,4-diones and pharmaceutically acceptable salts thereof, method for their use in treatment of hyperglycemic animals and pharmaceutical compositions containing them.
    Type: Grant
    Filed: December 29, 1986
    Date of Patent: October 27, 1987
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Gerald F. Holland, Mickael R. Johnson, Robert A. Volkmann
  • Patent number: 4694087
    Abstract: A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1,5c]tetrahydro thiazoles by contacting the boron trifluoride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: September 15, 1987
    Assignee: Pfizer Inc.
    Inventor: Robert A. Volkmann
  • Patent number: 4670564
    Abstract: A process for the preparation of a thieno-imidazole derivative, particularly descarboxybiotin, a useful intermediate for the preparation of d-biotin, which comprises reacting a thio-substituted intermediate, for example descarboxythiobiotin, with an epoxy compound in an alkanol solvent; and a process for the preparation of said intermediate by reacting a substituted imidazothiazole alcohol with anhydrous hydrogen fluoride.
    Type: Grant
    Filed: March 14, 1985
    Date of Patent: June 2, 1987
    Assignee: Pfizer Inc.
    Inventors: Gordon D. Gruetzmacher, Robert A. Volkmann
  • Patent number: 4631345
    Abstract: A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1, 5c]tetrahydro thiazoles by contacting the boron triflouride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.
    Type: Grant
    Filed: February 18, 1986
    Date of Patent: December 23, 1986
    Assignee: Pfizer Inc.
    Inventor: Robert A. Volkmann
  • Patent number: 4588527
    Abstract: 6-alpha/beta-[(C.sub.1 -C.sub.4)Alkoxyaminomethyl and benzyloxyaminomethyl]penicillanic acid 1,1-dioxides, pharmaceutically acceptable salts thereof and conventional esters thereof hydrolyzable under physiological conditions, all of which are useful in medicine as beta-lactamase inhibitors; intermediates and processes therefor; and a process for the conversion of the present compounds to 6-alpha- and 6-beta-(aminomethyl)penicillanic acid 1,1-dioxides and derivatives.
    Type: Grant
    Filed: December 3, 1984
    Date of Patent: May 13, 1986
    Assignee: Pfizer Inc.
    Inventors: Donald K. Pirie, Robert A. Volkmann, Edward F. Kleinman
  • Patent number: 4581459
    Abstract: A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1, 5c]tetrahydro thiazoles by contacting the boron trifluoride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.
    Type: Grant
    Filed: May 17, 1984
    Date of Patent: April 8, 1986
    Assignee: Pfizer Inc.
    Inventor: Robert A. Volkmann
  • Patent number: 4499017
    Abstract: 6-alpha/beta-[(C.sub.1 -C.sub.4)Alkoxyaminomethyl and benzyloxyaminomethyl]penicillanic acid 1,1-dioxides, pharmaceutically acceptable salts thereof and conventional esters thereof hydrolyzable under physiological conditions, all of which are useful in medicine as beta-lactamase inhibitors; intermediates and processes therefor; and a process for the conversion of the present compounds to 6-alpha- and 6-beta-(aminomethyl)penicillanic acid 1,1-dioxides and derivatives.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: February 12, 1985
    Assignee: Pfizer Inc.
    Inventors: Donald K. Pirie, Robert A. Volkmann, Edward F. Kleinman
  • Patent number: 4468516
    Abstract: A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1, 5c]tetrahydro thiazoles by contacting the boron trifluoride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.
    Type: Grant
    Filed: May 17, 1982
    Date of Patent: August 28, 1984
    Assignee: Pfizer Inc.
    Inventor: Robert A. Volkmann