Practical Synthesis of FR195752, the Side Chain of Micafungin, Utilizing a Regioselective Conversion of Diaryl-β-diketone to 3,5-Diarylisoxazole

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 hydrolysi...

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Veröffentlicht in:Organic process research & development 2005-03, Vol.9 (2), p.179-184
Hauptverfasser: Ohigashi, Atsushi, Kanda, Atsushi, Tsuboi, Hiroyuki, Hashimoto, Norio
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1083-6160
1520-586X
DOI:10.1021/op0497862