Journal of fluorine chemistry

Synthesis of 1-fluoroindan-1-carboxylic acid (FICA) and its properties as a chiral derivatizing agent

T Takahashi, H Kameda, T Kamei, M Ishizaki

Index: Takahashi, Tamiko; Kameda, Hiroaki; Kamei, Tomoyo; Ishizaki, Miyuki Journal of Fluorine Chemistry, 2006 , vol. 127, # 6 p. 760 - 768

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Citation Number: 11

Abstract

1-Fluoroindan-1-carboxylic acid (FICA)(1) was designed and synthesized as its methyl ester (FICA Me ester)(4) in order to develop an efficient chiral derivatizing agent (CDA) which excels α-methoxy-α-(trifluoromethyl) phenylacetic acid (MTPA) in capability. FICA Me ester (4) was prepared by fluorination of methyl 1-hydroxyindan-1-carboxylate (3) with (diethylamino) sulfur trifluoride (DAST) and derived to the esters of racemic secondary ...