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. 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
  3. 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
  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 N-Boc deprotection and isolation method for water-soluble zwitterionic compounds
    Zhijian Liu
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, United States
    J Org Chem 79:11792-6. 2014
  8. 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
  9. 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
  10. doi request reprint Unusual Pyrimidine Participation: Efficient Stereoselective Synthesis of Potent Dual Orexin Receptor Antagonist MK-6096
    John Y L Chung
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, United States and
    Org Lett 16:5890-3. 2014

Detail Information

Publications15

  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. 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...
  3. 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...
  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 N-Boc deprotection and isolation method for water-soluble zwitterionic compounds
    Zhijian Liu
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, United States
    J Org Chem 79:11792-6. 2014
    ..Furthermore, a catalytic version of this transformation has been demonstrated in the presence of BSA or BSTFA. ..
  8. 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. ..
  9. 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...
  10. doi request reprint Unusual Pyrimidine Participation: Efficient Stereoselective Synthesis of Potent Dual Orexin Receptor Antagonist MK-6096
    John Y L Chung
    Process Chemistry, Merck Research Laboratories, P O Box 2000, Rahway, New Jersey 07065, United States and
    Org Lett 16:5890-3. 2014
    ..Coupling of the two fragments via a catalytic T3P-mediated amidation completed the synthesis. Unusual behaviors in the hydrolysis of pyrimidyl benzonitrile and the amide coupling of the pyrimidyl benzoic acid are also described. ..
  11. doi request reprint Asymmetric synthesis of cyclic indole aminals via 1,3-stereoinduction
    Hongmei Li
    Department of Process Chemistry, Merck Research Laboratories, Merck and Co, Inc, Rahway, New Jersey 07065, United States
    J Org Chem 79:8533-40. 2014
    ..This general methodology was successfully applied to the synthesis of a wide variety of chiral cyclic indoline aminals and indole aminals with aromatic and aliphatic functional groups. ..
  12. 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. ..
  13. 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...
  14. 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...
  15. 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...