These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


Pubmed for Handhelds

PUBMED FOR HANDHELDS

Search MEDLINE/PubMed

  • Title: Facile entry to an efficient and practical enantioselective synthesis of a polycyclic cholesteryl ester transfer protein inhibitor.
    Author: Han ZS, Xu Y, Fandrick DR, Rodriguez S, Li Z, Qu B, Gonnella NC, Sanyal S, Reeves JT, Ma S, Grinberg N, Haddad N, Krishnamurthy D, Song JJ, Yee NK, Pfrengle W, Ostermeier M, Schnaubelt J, Leuter Z, Steigmiller S, Däubler J, Stehle E, Neumann L, Trieselmann T, Tielmann P, Buba A, Hamm R, Koch G, Renner S, Dehli JR, Schmelcher F, Stange C, Mack J, Soyka R, Senanayake CH.
    Journal: Org Lett; 2014 Aug 15; 16(16):4142-5. PubMed ID: 25084526.
    Abstract:
    An efficient enantioselective synthesis of the chiral polycyclic cholesteryl ester transfer protein (CETP) inhibitor 1 has been developed. The synthesis was rendered practical for large scale via the development of a modified Hantzsch-type reaction to prepare the sterically hindered pyridine ring, enantioselective hydrogenation of hindered ketone 6 utilizing novel BIBOP-amino-pyridine derived Ru complex, efficient ICl promoted lactone formation, and a BF3 mediated hydrogenation process for diastereoselective lactol reduction. This efficient route was successfully scaled to produce multikilogram quantities of challenging CETP drug candidate 1.
    [Abstract] [Full Text] [Related] [New Search]