Nobuyoshi Yasuda

Summary

Affiliation: Merck Research Laboratories
Country: USA

Publications

  1. ncbi request reprint An efficient synthesis of an alphavbeta3 antagonist
    Nobuyoshi Yasuda
    Department of Process Research, Merck Research Laboratories, P O Box 2000, Rahway, NJ 07065, USA
    J Org Chem 69:1959-66. 2004
  2. ncbi request reprint A concise synthesis of (S)-N-ethoxycarbonyl-alpha-methylvaline
    Jeffrey T Kuethe
    Department of Process Research, Merck and Co Inc, Rahway, NJ 07065, USA
    J Org Chem 72:7469-72. 2007
  3. doi request reprint N-cyclopropylation of indoles and cyclic amides with copper(II) reagent
    Takayuki Tsuritani
    Process Research, Preclinical Department, Banyu Pharmaceutical Co Ltd, 3 Okubo, Tsukuba, Ibaraki, Japan
    Org Lett 10:1653-5. 2008
  4. ncbi request reprint Methods for the synthesis of 5,6,7,8-tetrahydro-1,8-naphthyridine fragments for alphaVbeta3 integrin antagonists
    Frederick W Hartner
    Department of Process Research, Merck Research Laboratories, Rahway, NJ 07065, USA
    J Org Chem 69:8723-30. 2004
  5. ncbi request reprint Stereoselective syntheses of highly functionalized bicyclo[3.1.0]hexanes: a general methodology for the synthesis of potent and selective mGluR2/3 agonists
    Lushi Tan
    Department of Process Research, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, USA
    J Org Chem 70:8027-34. 2005
  6. doi request reprint Synthesis of antifungal glucan synthase inhibitors from enfumafungin
    Yong Li Zhong
    Department of Process Research, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065 0900, USA
    J Org Chem 77:3297-310. 2012
  7. doi request reprint Development of a practical, asymmetric synthesis of the hepatitis C virus protease inhibitor MK-5172
    Jeffrey Kuethe
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065 0200, USA
    Org Lett 15:4174-7. 2013
  8. doi request reprint Enantioselective, biocatalytic reduction of 3-substituted cyclopentenones: application to the asymmetric synthesis of an hNK-1 receptor antagonist
    Kevin R Campos
    Department of Process Chemistry, Merck Research Laboratories, Rahway, New Jersey 07065, USA
    Org Lett 13:1004-7. 2011
  9. doi request reprint Practical and cost-effective manufacturing route for the synthesis of a β-lactamase inhibitor
    Steven P Miller
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, United States
    Org Lett 16:174-7. 2014
  10. doi request reprint Expedient synthesis of 3-alkoxymethyl- and 3-aminomethyl-pyrazolo[3,4-b]pyridines
    Gregory L Beutner
    Department of Process Research, Merck and Co, Inc, PO Box 2000, Rahway, New Jersey 07065, USA
    J Org Chem 74:789-94. 2009

Detail Information

Publications12

  1. ncbi request reprint An efficient synthesis of an alphavbeta3 antagonist
    Nobuyoshi Yasuda
    Department of Process Research, Merck Research Laboratories, P O Box 2000, Rahway, NJ 07065, USA
    J Org Chem 69:1959-66. 2004
    ..The central imidazolidone portion was created from these two components using an effective three-step cyclization protocol. Thus, a highly convergent process for the drug candidate was defined...
  2. ncbi request reprint A concise synthesis of (S)-N-ethoxycarbonyl-alpha-methylvaline
    Jeffrey T Kuethe
    Department of Process Research, Merck and Co Inc, Rahway, NJ 07065, USA
    J Org Chem 72:7469-72. 2007
    ..The key transformations involve resolution-crystallization of tartrate salt 6 followed by a one-pot procedure for the preparation of 3 which is isolated as the dicyclohexylamine salt in 45% overall yield and in 91-95% ee...
  3. doi request reprint N-cyclopropylation of indoles and cyclic amides with copper(II) reagent
    Takayuki Tsuritani
    Process Research, Preclinical Department, Banyu Pharmaceutical Co Ltd, 3 Okubo, Tsukuba, Ibaraki, Japan
    Org Lett 10:1653-5. 2008
    ..The process utilizes catalytic or stoichiometric amounts of copper(II) acetate, DMAP, and NaHMDS at 95 degrees C under an atmosphere containing oxygen. A variety of functional groups remain intact throughout the reaction...
  4. ncbi request reprint Methods for the synthesis of 5,6,7,8-tetrahydro-1,8-naphthyridine fragments for alphaVbeta3 integrin antagonists
    Frederick W Hartner
    Department of Process Research, Merck Research Laboratories, Rahway, NJ 07065, USA
    J Org Chem 69:8723-30. 2004
    ....
  5. ncbi request reprint Stereoselective syntheses of highly functionalized bicyclo[3.1.0]hexanes: a general methodology for the synthesis of potent and selective mGluR2/3 agonists
    Lushi Tan
    Department of Process Research, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, USA
    J Org Chem 70:8027-34. 2005
    ..Application of this reaction to the synthesis of mGluR2/3 agonist 1 (43% overall yield) and a few intermediates suitable for the synthesis of other bicyclo[3.1.0]hexane mGluR2/3 agonists is discussed...
  6. doi request reprint Synthesis of antifungal glucan synthase inhibitors from enfumafungin
    Yong Li Zhong
    Department of Process Research, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065 0900, USA
    J Org Chem 77:3297-310. 2012
    ..Multi-hundred gram quantities of the target drug candidates 1 and 2 were prepared, in 12 linear steps with 25% isolated yield and 13 linear steps with 22% isolated yield, respectively...
  7. doi request reprint Development of a practical, asymmetric synthesis of the hepatitis C virus protease inhibitor MK-5172
    Jeffrey Kuethe
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065 0200, USA
    Org Lett 15:4174-7. 2013
    ..The development of a practical, asymmetric synthesis of the hepatitis C virus (HCV) protease inhibitor MK-5172 (1), an 18-membered macrocycle, is described. ..
  8. doi request reprint Enantioselective, biocatalytic reduction of 3-substituted cyclopentenones: application to the asymmetric synthesis of an hNK-1 receptor antagonist
    Kevin R Campos
    Department of Process Chemistry, Merck Research Laboratories, Rahway, New Jersey 07065, USA
    Org Lett 13:1004-7. 2011
    ..The process was enabled by the development of the enantioselective enzymatic reduction of 3-functionalized cyclopentenones and stereospecific Pd-catalyzed etherification coupling of fragments 6 and 7...
  9. doi request reprint Practical and cost-effective manufacturing route for the synthesis of a β-lactamase inhibitor
    Steven P Miller
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, United States
    Org Lett 16:174-7. 2014
    ..A short, scalable, and cost-effective route for the production of this densely functionalized polycyclic molecule is described. ..
  10. doi request reprint Expedient synthesis of 3-alkoxymethyl- and 3-aminomethyl-pyrazolo[3,4-b]pyridines
    Gregory L Beutner
    Department of Process Research, Merck and Co, Inc, PO Box 2000, Rahway, New Jersey 07065, USA
    J Org Chem 74:789-94. 2009
    ..Further manipulation of these compounds allows for access to 3-alkoxymethyl-pyrazolo[3,4-b]pyridines with a variety of substitution patterns as well as 3-aminomethyl-pyrazolo[3,4-b]pyridines...
  11. ncbi request reprint A practical method for preparation of 4-hydroxyquinolinone esters
    Gregory L Beutner
    Department of Process Research, Merck and Company, Inc, P O Box 2000, Rahway, New Jersey 07065, USA
    J Org Chem 72:7058-61. 2007
    ..In this note a practical, safe, and general method that employs a combination of diisopropylethylamine and sodium tert-butoxide is described. This allows for the synthesis of 4-hydroxyquinolinone esters and amides in good yields...
  12. ncbi request reprint Development of a new and practical route to chiral 3,4-disubstituted cyclopentanones: asymmetric alkylation and intramolecular cyclopropanation as key C-C bond-forming steps
    Michael Palucki
    Department of Process Research, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065 0900, USA
    J Org Chem 67:5508-16. 2002
    ..The last step involved a one-pot ring-opening/deprotection/hydrolysis/decarboxylation sequence that furnished the desired product in good yield...