Synthesis of C3 Heteroatom-Substituted Azetidinones That Display Potent Cholesterol Absorption Inhibitory Activity

Autor: McKittrick, B. A., Ma, K., Huie, K., Yumibe, N., Davis, H., Jr., Clader, J. W., Czarniecki, M., McPhail, A. T.
Zdroj: Journal of Medicinal Chemistry; February 26, 1998, Vol. 41 Issue: 5 p752-759, 8p
Abstrakt: 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.
Databáze: Supplemental Index