Practical synthesis of FR195752, the side chain of micafungin, utilizing a regioselective conversion of diaryl-β-diketone to 3, 5-diarylisoxazole

…, A Kanda, H Tsuboi, N Hashimoto

Index: Ohigashi, Atsushi; Kanda, Atsushi; Tsuboi, Hiroyuki; Hashimoto, Norio Organic Process Research and Development, 2005 , vol. 9, # 2 p. 179 - 184

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Citation Number: 11

Abstract

The practical synthesis of FR195752, the side chain of Micafungin, was established utilizing a highly regioselective conversion of diaryl-β-diketone to 3, 5-diarylisoxazole via the corresponding β-keto enamine intermediate whose disfavored regioisomer could be recycled efficiently after its hydrolysis. In addition, the related substance of FR195752 could be strictly controlled by the purification of its intermediate.