Patents by Inventor Maurice Arthur Trewhella

Maurice Arthur Trewhella 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: 7723065
    Abstract: Organic compounds, such as precursors for aryl ethylamines such as ephedrine, aryl propylamines such as fluoxetine and propionic acid derivatives such as ibuprofen, naproxen and fenoprofen, are subjected to a yeast mediated reduction conducted in the absence of a solvent. The yeast is moistened with water and contacted with the organic compound. The yeast may then be contacted with an organic solvent to dissolve the product of the reaction into the solvent, and a solid/liquid separation used to separate the product from the yeast.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: May 25, 2010
    Assignee: Victoria University
    Inventors: Maurice Arthur Trewhella, Nick Athanasiou, Andrew John Smallridge
  • Patent number: 7176332
    Abstract: A method for the preparation of a compound of formula (VI): in which R2 is an optionally substituted C1–C6 alkyl; R4 is H, OH, an optionally substituted C1–C6 alkyl or an optionally substituted C1–C6 alkoxy; R5 is an optionally substituted aryl, an optionally substituted aralkyl, or an optionally substituted alkyl; and R6 is H or an optionally substituted C1–C6 alkyl; the method including the step of subjecting a ketone of formula (V) in which R2, R4 and R5 are as defined above, to reductive amination with an amine of formula R3NH2 in which R3 is an optionally substituted alkyl, and a reductant to form the compound of formula (VI), wherein the reaction is conducted in the presence of a supercritical fluid or a liquefied gas.
    Type: Grant
    Filed: August 26, 2002
    Date of Patent: February 13, 2007
    Assignees: Victoria University of Technology, Polychip Pharmaceuticals Pty. Ltd.
    Inventors: Andrew John Smallridge, Maurice Arthur Trewhella, Kylie Anne Wilkinson
  • Patent number: 7063969
    Abstract: The invention provides a method of synthesis of a substituted or unsubstituted carbinol compound, comprising the steps of subjecting the corresponding substituted or unsubstituted aromatic aldehyde to acyloin condensation mediated by yeast in the presence of either (a) a supereritical fluid or (b) a liquefied gas, and recovering the carbinol compound. Preferably the yeast is Saccharomyces cerevisiae. In a particularly preferred embodiment the aromatic aldehyde is benzaldehyde and the carbinol is phenylacetylcarbinol, according to the reaction (I): in which the benzaldehyde, the pyruvic acid, or both may optionally be substituted.
    Type: Grant
    Filed: December 13, 2000
    Date of Patent: June 20, 2006
    Assignees: Victoria University of Technology, Polychip Pharmaceuticals Pty, Ltd.
    Inventors: Andrew John Smallridge, Maurice Arthur Trewhella, Kylie Anne Wilkinson
  • Publication number: 20040249212
    Abstract: A method for the preparation of a compound of formula (VI): in which R2 is an optionally substituted C1-C6 alkyl; R4 is H, OH, an optionally substituted C1-C6 alkyl or an optionally substituted C1-C6 alkoxy; R5 is an optionally substituted aryl, an optionally substituted aralkyl, or an optionally substituted alkyl; and R5 is H or an optionally substituted C1-C6 alkyl; the method including the step of subjecting a ketone of formula (V) in which R2, R4 and R5 are as defined above, to reductive animation with an amine of formula R3NH2 in which R3 is an optionally substituted alkyl, and a reductant to form the compound of formula (VI), wherein the reaction is conducted in the presence of a supercritical fluid or a liquefied gas.
    Type: Application
    Filed: July 27, 2004
    Publication date: December 9, 2004
    Inventors: Andrew John Smallridge, Maurice Arthur Trewhella, Kylie Anne Wilkinson
  • Publication number: 20030077769
    Abstract: The invention provides a method of synthesis of a substituted or unsubstituted carbinol compound, comprising the steps of subjecting the corresponding substituted or unsubstituted aromatic aldehyde to acyloin condensation mediated by yeast in the presence of either (a) a supercritical fluid or (b) a liquefied gas, and recovering the carbinol compound. Preferably the yeast is Saccharomyces cerevisiae. In a particularly preferred embodiment the aromatic aldehyde is benzaldehyde and the carbinol is pheny-lacetylcarbinol, according to the reaction (1): in which the benzaldehyde, the pyruvic acid, or both may optionally be substituted.
    Type: Application
    Filed: September 18, 2002
    Publication date: April 24, 2003
    Inventors: Andrew John Smallridge, Maurice Arthur Trewhella, Kylie Anne Wilkinson
  • Patent number: 6271008
    Abstract: This invention relates to yeast-mediated catalysis in organic solvents, and in particular the yeast-mediated condensation between pyruvate and a substituted aromatic aldehyde to yield the corresponding acyloin (hydroxy ketone) compound. The invention provides a method of synthesis of a substituted carbinol compound, comprising the step of subjecting the corresponding substituted aromatic aldehyde to acyloin condensation mediated by a yeast in an organic solvent under non-fermenting conditions. Preferably the yeast is Saccharomyces cerevisiae. In a preferred embodiment, the reaction is that between pyruvate and benzaldehyde to yield phenylacetylcarbinol, the precursor to ephedrine, to yield a product of high enantiomeric purity.
    Type: Grant
    Filed: February 20, 2001
    Date of Patent: August 7, 2001
    Assignees: Victoria University of Technology, Polychip Pharmaceuticals PTY LTD
    Inventors: Andrew John Smallridge, Maurice Arthur Trewhella, Margaret Mary Del Guidice