Synthesis and Chiral Separation of Fibratol, Isopropyl 2-(4-((4-chlorophenyl)(hydroxyl) methyl)-phenoxy)-2-methylpropanoate.

International Journal of Organic Chemistry Pub Date : 2018-06-01 Epub Date: 2018-05-30 DOI:10.4236/ijoc.2018.82015
Amanda E Kotheimer, Wahajul Haq, Ganesaratnam K Balendiran
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引用次数: 1

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.

Abstract Image

Abstract Image

异丙基2-(4-((4-氯苯基)(羟基)甲基)-苯氧基)-2-甲基丙酸纤维醇的合成及手性分离
提出了由2-(4-(4-氯苯甲酰)苯氧基异丙基-2-甲基丙酸酯(Fenofibrate 1)合成2-(4-(4-氯苯甲酰)(羟基)甲基)苯氧基-2-甲基丙酸酯(Fibratol 2a/b)对映体混合物的实用合成路线。本文还建立了用上述方法合成的Fibratol 2a/b对映体的手性分离方法。对映体分离的Fibratol (2a)和Fibratol (2b)的旋光度分别为-5.2°和8.0°,反映了它们对平面偏振光逆时针(左旋)和顺时针(右旋)旋转的能力。
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