Publications [#233233] of Andrew T. McPhail

Journal Articles

  1. McKittrick, BA; Ma, K; Huie, K; Yumibe, N; Davis, H; Clader, JW; Czarniecki, M; McPhail, AT, "Synthesis of C3 heteroatom-substituted azetidinones that display potent cholesterol absorption inhibitory activity.", Journal of medicinal chemistryFebruary,, 1998, 41(5), 752-759 [Gateway.cgi], [doi].
    (last updated on 2026/01/21)

    Abstract:
    The C3 phenylpropyl side chain of N-phenylazetidinones related to SCH 56524 was modified by replacing the hydroxymethylene with various isoelectronic or isosteric groups. Modifications at the 3' position led to less-active compounds; however, modifications at the 1' position provided compounds with improved cholesterol absorption inhibitory activity. An enantioselective route for the synthesis of C3 1'-sulfur-substituted azetidinones and the development of structure-activity relationships for this series of compounds are presented.