(Z)-5-(4-Fluorophenyl)pent-4-enoic Acid: A Precursor for Convenient and Efficient Synthesis of the Antihypercholesterolemia Agent Ezetimibe

作者：Sova Matej; Mravljak Janez; Kovac Andreja; Pecar Slavko; Casar Zdenko; Gobec Stanislav^*

来源：Synthesis, 2010, (20): 3433-3438.

DOI：10.1055/s-0030-1258193

• cholesterol absorption inhibitor
• (Z)-5-(4-fluorophenyl)pent-4-enoic acid
• Wittig reaction
• azetidinone
• asymmetric synthesis

A convenient and efficient total synthesis of ezetimibe, an intestinal cholesterol absorption inhibitor and useful anticholesteremic agent, is described. Based on (Z)-5-(4-fluorophenyl)pent-4-enoic acid as a starting compound, and taking the synthesis through further Z-configured intermediates, the total yield is remarkably increased, compared with the use of the corresponding E-configured starting substances or intermediates.

• 出版日期2010-10