TITLE:
Synthesis and Chiral Separation of Fibratol, Isopropyl 2-(4-((4-chlorophenyl)(hydroxyl) methyl)-phenoxy)-2-methylpropanoate
AUTHORS:
Amanda E. Kotheimer, Wahajul Haq, Ganesaratnam K. Balendiran
KEYWORDS:
Reduction, Chirality, Optical Activity, Fibrate
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.8 No.2,
May
30,
2018
ABSTRACT: Practical synthetic route for the formation of
enantiomeric mixture of Isopropyl 2-(4-((4-chlorophenyl)(hydroxyl)methyl)phenoxy)-2-methylpropanoate (Fibratol 2a/b) from isopropyl
2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate (Fenofibrate 1) has
been developed. Method has also been established for the chiral separation of
enantiomers of Fibratol 2a/b that is synthesized using the route mentioned
above. The optical activity determined for enantiomerically separated Fibratol
(2a) and Fibratol (2b) are -5.2° and 8.0° which reflect their ability to rotate
plane polarized light counterclockwise (levo)
and clockwise (dextro), respectively.