Patents by Inventor Kenneth M. Ryan

Kenneth M. Ryan 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).

  • Regiospecific processes to make cis-1-amino-2-alkanol from diol
    Patent number: 5489710
    Abstract: A regioselective processes are disclosed for the synthesis of (1R,1S)-amino-(2S,2R)-alkanol, particularly (1R,1S)-amino-(2S,2R)-indanol.
    Type: Grant
    Filed: April 19, 1995
    Date of Patent: February 6, 1996
    Assignee: Merck & Co., Inc.
    Inventors: Thomas R. Verhoeven, F. Edward Roberts, Chris H. Senanayake, Kenneth M. Ryan
  • Regiospecific processes to make CIS-1-Amino-2-Alkanol from Diol or Halohydrin
    Patent number: 5449830
    Abstract: A regioselective processes are disclosed for the synthesis of (1R,1S)-amino-(2S,2R)-alkanol, particularly (1R,1S)-amino-(2S,2R)-indanol.
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: September 12, 1995
    Assignee: Marck & Co., Inc.
    Inventors: Thomas R. Verhoeven, Edward F. Roberts, Chris H. Senanayake, Kenneth M. Ryan
  • Regiospecific process to make cis-1-amino-2-alkanol from epoxide
    Patent number: 5420353
    Abstract: A regioselective process is disclosed for synthesis of 1R-amino-2S-indanol or 1S-amino-2R-indanol, wherein the stereochemical integrity of the carbon-oxygen bond at C-2 in the indene oxide starting material is retained.
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: May 30, 1995
    Assignee: Merck & Co., Inc.
    Inventors: Thomas R. Verhoeven, F. Edward Roberts, Christ H. Senanayake, Kenneth M. Ryan
  • Process for synthesis of FK-506 intermediates
    Patent number: 5087703
    Abstract: A process is described for the synthesis of diastereomeric 2-methyl-4-hydroxy-5-protected-hydroxy-hept-6-en-prolinolamides, which are useful as intermediates in the synthesis of the C.sub.10 -C.sub.18 chain of the macrolide structure for the immunosuppressant FK-506. These compounds are also useful as intermediates for preparing lactone ultraviolet radiation absorbers.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: February 11, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Ralph P. Volante, David Askin, Ichiro Shinkai, Kenneth M. Ryan
  • Trans-3-carboxymethylene-4-carboxy-5-methyl-delta2-isoxazoline as intermediate
    Patent number: 4499278
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R.sup.5 and R.sup.6 are removable protecting groups.
    Type: Grant
    Filed: November 22, 1982
    Date of Patent: February 12, 1985
    Assignee: Merck & Co., Inc.
    Inventors: David G. Melillo, Kenneth M. Ryan
  • Synthesis of thienamycin via (3SR, 4RS)-3-[1 (SR)-hydroxyethyl]-2-oxo-4-azetidineacetic acid
    Patent number: 4473502
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: wherein R is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: September 25, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, Meyer Sletzinger
  • 1-Hydroxyethyl-2-amino pentanedioic acid derivatives
    Patent number: 4467107
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: ##STR1## wherein R is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: August 21, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, Meyer Sletzinger
  • Hydroxy amino dicarboxylic acids and esters
    Patent number: 4454332
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin from acetone dicarboxylate via intermediate II: ##STR1## wherein R is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: June 12, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Meyer Sletzinger, Ichiro Shinkai
  • Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-.beta.,2-dioxo-4-azetidinebutanoic acid
    Patent number: 4414155
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R.sup.3 is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: March 29, 1982
    Date of Patent: November 8, 1983
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, Meyer Sletzinger
  • Process for the preparation of 6-hydroxymethyl-2-(.beta.-aminoethylthio)-1-carbadethiapen-2-em-3-carbox ylic acid
    Patent number: 4375433
    Abstract: Disclosed is a process for preparing the antibiotic 6-hydroxymethyl-2-(.beta.-aminoethylthio)-1-carbadethiapen-2-em-3-carboxyl ic acid (I) ##STR1## and its pharmaceutically acceptable salt and ester derivatives. An intermediate for the production of these compounds are compounds of the formula ##STR2## wherein R.sup.5 and R are readily removable protecting groups.
    Type: Grant
    Filed: September 12, 1980
    Date of Patent: March 1, 1983
    Assignee: Merck & Co., Inc.
    Inventors: David G. Melillo, Kenneth M. Ryan
  • Process for the preparation of (2S)-tetrahydro-2.alpha.-methyl-6-oxo-4.beta..alpha.-carboxylic acid
    Patent number: 4360684
    Abstract: Disclosed is a process for preparing (2S)-tetrahydro-2.alpha.-methyl-6-oxo-4.beta.-amino-2H-pyran-3.alpha.-carb oxylic acid (I) which is useful in the synthesis of thienamycin. The process proceeds via a stereospecific reduction of the 2-acetyl-3-(R)-.alpha.-methylbenzylamino-2-pentenedioic acid diester (II). ##STR1## wherein R is, .alpha.-methylbenzyl, and R.sup.1 is lower alkyl having 1-6 carbon atoms or arylalkyl such as benzyl.
    Type: Grant
    Filed: April 8, 1981
    Date of Patent: November 23, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Raymond J. Cvetovich, David G. Melillo, Kenneth M. Ryan, Meyer Sletzinger
  • Intermediate for synthesis of thienamycin via (3SR, 4RS)-3-[1 (SR)-hydroxyethyl]-2-oxo-4-azetidineacetic acid
    Patent number: 4349687
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: ##STR1## wherein R is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: April 8, 1981
    Date of Patent: September 14, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, Meyer Sletzinger
  • Intermediate for the preparation of thienamycin
    Patent number: 4344885
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin from acetone dicarboxylate via intermediate II: ##STR1## wherein R is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: April 17, 1981
    Date of Patent: August 17, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, Meyer Sletzinger
  • Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate
    Patent number: 4287123
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R is a readily removable carboxyl protecting group; and ##STR2## is a readily removable acyl group.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: September 1, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, Meyer Sletzinger
  • Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-.beta.,2-dioxo-4-azetidinebutanoic acid
    Patent number: 4282148
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R.sup.3 is a readily removable carboxyl protecting group.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: August 4, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, Meyer Sletzinger
  • Synthesis of thienamycin via trans-3-carboxymethylene-4-carboxy-5-methyl-.DELTA..sup.2 -isoxazoline
    Patent number: 4269772
    Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R.sup.5 and R.sup.6 are removable protecting groups.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: May 26, 1981
    Assignee: Merck & Co., Inc.
    Inventors: David G. Melillo, Kenneth M. Ryan
  • Process for the preparation of 6-hydroxymethyl-2-(.beta.-aminoethylthio)-1-carbadethiapen-2-em-3-carbox ylic acid
    Patent number: 4252722
    Abstract: Diclosed is a process for preparing the antibiotic 6-hydroxymethyl-2-(.beta.-aminoethylthio)-1-carbadethiapen-2-em-3-carboxyl ic acid (I) ##STR1## and its pharmaceutically acceptable salt and ester derivatives.
    Type: Grant
    Filed: August 8, 1979
    Date of Patent: February 24, 1981
    Assignee: Merck & Co., Inc.
    Inventors: David G. Melillo, Kenneth M. Ryan