Patents by Inventor Ralph P. Volante

Ralph P. Volante 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: 7482449
    Abstract: This invention relates to a process for making spirolactone compounds analogous to formula I.
    Type: Grant
    Filed: March 19, 2008
    Date of Patent: January 27, 2009
    Assignees: Merck & Co., Inc., Banyu Pharmaceutical Co., Ltd.
    Inventors: Ralph P. Volante, David M. Tschaen, Steven A. Weissman, Matthew Heileman, Toshiaki Mase, Takehiko Iida, Kenji Maeda, Toshihiro Wada, Hiroki Sato, Kenichi Asakawa
  • Publication number: 20080171888
    Abstract: This invention relates to a process for making spirolactone compounds analogous to formula I.
    Type: Application
    Filed: March 19, 2008
    Publication date: July 17, 2008
    Inventors: Ralph P. Volante, David M. Tschaen, Steven A. Weissman, Matthew Heileman, Toshiaki Mase, Takehiko Iida, Kenji Maeda, Toshihiro Wada, Hiroki Sato, Kenichi Asakawa
  • Patent number: 7368569
    Abstract: This invention relates to a process for making spirolactone compounds analogous to formula I
    Type: Grant
    Filed: October 14, 2003
    Date of Patent: May 6, 2008
    Assignees: Merck & Co., Inc., Banyu Pharmaceutical Co., Ltd.
    Inventors: Ralph P. Volante, David M. Tschaen, Steven A. Weissman, Matthew Heileman, Toshiaki Mase, Takehiko Iida, Kenji Maeda, Toshihiro Wada, Hiroki Sato, Kenichi Asakawa
  • Patent number: 6479672
    Abstract: Michael addition conducted in the presence of a zinc-amine complex and additional amounts of the amine component results in product with high diastereomeric excess.
    Type: Grant
    Filed: April 7, 2000
    Date of Patent: November 12, 2002
    Assignees: Merck & Co., Inc., Banyu Pharmaceutical Co., Ltd,
    Inventors: Ioannis Houpis, Ralph P. Volante, Fengrui Lang, Ilias Dorziotis, David Tschaen, Shinji Kato, Toshiaki Mase
  • Patent number: 6395894
    Abstract: A process of synthesizing a compound of structural formula 6 is disclosed wherein R1 represents H or a suitable protecting group for an alcohol; R2 represents a benzyl, C1-6 alkyl or aryl; Y represents C1-3 alkyl, O, NH or S; X represents O, NH, or S and R5 represents a carboxy protecting group, comprising reacting a compound of formula 5: wherein R1, R2, R5, X and Y are as previously described with a phosphite or phosphonite reagent to produce a compound of formula 6. Further disclosed is an efficient method for the synthesis of a compound of formula 2: which comprises reacting a 4-acyl-2-azetidinone with a titanium, zirconium or hafnium enolate of a 1-hydroxy-2-butanone derivative.
    Type: Grant
    Filed: April 15, 1999
    Date of Patent: May 28, 2002
    Inventors: Philip J. Pye, Paul J. Reider, Kai Rossen, Ralph P. Volante
  • Patent number: 6320052
    Abstract: The present invention relates to a process for the preparation of a compound of formula (I) or a sodium salt thereof wherein HET is 7-chloroquinolin-2-yl or 6,7-difluoroquinolin-2-yl, which comprises: reacting the dilithium dianion of 1-(mercapto-methyl)cyclopropaneacetic acid with a compound of formula (II) wherein HET is as defined above and L is arylsulfonyl or alkylsulfonyl. The invention further provides the dicyclohexylamine salt of a compound of formula (I).
    Type: Grant
    Filed: March 22, 1999
    Date of Patent: November 20, 2001
    Assignee: Merck & Co., Inc.
    Inventors: Mahadevan Bhupathy, Daniel R. Sidler, James M. McNamara, Ralph P. Volante, James Bergan
  • Publication number: 20010025103
    Abstract: An efficient method for the synthesis of a compound of formula 2: 1
    Type: Application
    Filed: April 15, 1999
    Publication date: September 27, 2001
    Inventors: PHILIP J. PYE, PAUL J. REIDER, KAI ROSSEN, RALPH P. VOLANTE
  • Patent number: 6242596
    Abstract: A process for making a beta methyl carbapenem intermediate is disclosed. A compound of formula I: is contacted in a non-reactive solvent with methyl Meldrum's acid and a base to produce a compound of formula III: Compound III is treated in an aprotic solvent with a scavenging base, an alkali metal halide and a tri-organo silyl protecting compound for nitrogen to produce a compound of formula IV: Compound IV may be reacted with a nucleophile Nu—X in a non-reactive solvent and base, and the mixture acidified to produce a compound of formula V. Compound V may be reacted with mild acid to produce a compound of formula VI.
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: June 5, 2001
    Assignee: Merck & Co., Inc.
    Inventors: Woo-Baeg Choi, Guy R. Humphrey, Paul J. Reider, Ichiro Shinkai, Andrew S. Thompson, Ralph P. Volante
  • Patent number: 6156895
    Abstract: An improved process using chiral hydrogenation is described for the synthesis in high yields of a 4-protected-(S)-piperazine-2-tert-butylcarboxamide, an intermediate for an HIV protease inhibitor.
    Type: Grant
    Filed: August 4, 1999
    Date of Patent: December 5, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Kai Rossen, Philip J. Pye, Ralph P. Volante, Paul J. Reider
  • Patent number: 6153787
    Abstract: The invention encompasses a process for making compounds of Formula I or Ia useful in the treatment of cyclooxygenase-2 mediated diseases.
    Type: Grant
    Filed: December 4, 1998
    Date of Patent: November 28, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Kai Rossen, Guo-Jie Ho, Ralph P. Volante, Roger N. Farr, David J. Mathre
  • Patent number: 6143885
    Abstract: The instant invention relates to a compound of the formula: ##STR1## wherein R.sub.a and P are: (a) hydrogen,(b) methyl, or(c) a hydroxy protecting groupand an efficient process for its synthesis characterized by combining a ketoester with an acid and a catalyst at a temperature of from about 0.degree. to about 50.degree. C. and from about 0 to 500 psig to produce the above compound.
    Type: Grant
    Filed: July 28, 1998
    Date of Patent: November 7, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Woo-Baeg Choi, Jaemoon Lee, Joseph E. Lynch, Paul J. Reider, Ralph P. Volante
  • Patent number: 6130334
    Abstract: The invention encompasses a process for making compounds of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases.
    Type: Grant
    Filed: April 15, 1998
    Date of Patent: October 10, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Philip J. Pye, Ashok Maliakal, Kai Rossen, Ralph P. Volante, Jess Sager
  • Patent number: 6127545
    Abstract: The invention encompasses a process for making compounds of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases.
    Type: Grant
    Filed: September 18, 1998
    Date of Patent: October 3, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Philip J. Pye, Kai Rossen, Ashok Maliakal, Ralph P. Volante, Jess Sager, Jean-Francois Marcoux, Ian Davies, Edward G. Corley, Daniel Richard Sidler, Robert D. Larsen
  • Patent number: 6071916
    Abstract: This invention relates to a sulfate salt of an HIV protease inhibitor, Compound A, of formula: ##STR1## Compound A is useful in the treatment of AIDS, ARC or HIV infection in adults and children. Processes for making the sulfate salt of Compound A are also disclosed.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: June 6, 2000
    Assignee: Merck & Co., Inc.
    Inventors: David Askin, Robert M. Purick, R. Scott Hoerrner, Paul Reider, Richard J. Varsolona, Ralph P. Volante
  • Patent number: 6043387
    Abstract: New chiral biphosphines, e.g., ##STR1## are useful as key components in catalysts for asymmetric reactions, providing desirably high enantiomeric excess (ee).
    Type: Grant
    Filed: February 3, 1999
    Date of Patent: March 28, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Philip Pye, Ralph P. Volante, Kai Rossen
  • Patent number: 5977364
    Abstract: An improved process using chiral hydrogenation is described for the synthesis in high yields of a 4-protected-(S)-piperazine-2-tert-butylcarboxaimide, an intermediate for an HIV protease inhibitor.
    Type: Grant
    Filed: February 2, 1999
    Date of Patent: November 2, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Kai Rossen, Philip J. Pye, Ralph P. Volante, Paul J. Reider
  • Patent number: 5883267
    Abstract: The invention encompasses a process for making compounds of Formula I or Ia useful in the treatment of cyclooxygenase-2 mediated diseases.
    Type: Grant
    Filed: May 6, 1997
    Date of Patent: March 16, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Kai Rossen, Ralph P. Volante, Guo-Jie Ho, Roger N. Farr, David J. Mathre
  • Patent number: 5874629
    Abstract: New chiral biphosphines, e.g., ##STR1## are useful as key components in catalysts for asymmetric reactions, providing desirably high enantiomeric excess (ee).
    Type: Grant
    Filed: June 9, 1997
    Date of Patent: February 23, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Philip Pye, Kai Rossen, Ralph P. Volante
  • Patent number: 5861512
    Abstract: Intermediates of structural formula ##STR1## can be made by reacting a primary or secondary amine with glycosidol or an activated derivative thereof. The process and intermediates are useful for synthesizing HIV protease inhibitor compounds.
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: January 19, 1999
    Assignee: Merck & Co., Inc.
    Inventors: David Askin, Kai Rossen, Paul Reider, Richard J. Varsolona, Ralph P. Volante, Kenneth M. Wells
  • Patent number: 5856498
    Abstract: This invention is concerned with a novel process for the preparation of a compound of structural formula I ##STR1## wherein R.sup.1 and R.sup.2 independently are aryl, C.sub.2-15 alkenyl or C.sub.1-15 alkyl, either unsubstituted or substituted with one or three substituents, which can be the same or different, selected from the group consisting of R.sup.a, wherein R.sup.a belongs to a group consisting of C.sub.1-6 alkyl, aryl, halo, --N(R.sup.3).sub.2, --NO.sub.2, --CN, --OR.sup.3, --C.sub.3-6 cycloalkoxy, --CO(R.sup.3), --COOR.sup.3, SO.sub.2 R.sup.3 and --SR.sup.3 ; wherein R3 is selected from the group consisting of hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkenyl and aryl, said alkyl, alkenyl or aryl optionally substituted with 1 to 3 groups of R.sup.a, which is an important antiasthmatic agent.
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: January 5, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Ilias K. Dorziotis, Ioannis N. Houpis, Jaemoon Lee, Ralph P. Volante