Arylation method for the functionalization of O-allyl erythromycin derivatives
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United States of America Patent
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Jul 4, 2006
Grant Date -
Jul 3, 2003
app pub date -
May 28, 2002
filing date -
May 30, 2001
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Abstract
An efficient arylation technique for use in the synthesis of erythromycin derivatives, involving a modified Heck reaction which employs less than six mole percent of palladium catalyst and no phosphine is disclosed. With this modified Heck reaction, an O-alkenylaryl macrolide can be obtained in a much shorter reaction time than under conventional Heck reaction conditions. The modified Heck reaction can be utilized in a method for phosphine-free arylation of an O-allylic erythromycin derivative, in a method for preparing an O-alkenylaryl erythromycin A derivative, or in a method for preparing a 2', 4''-hydroxyl protected 6-O-alkenylaryl erythromycin A derivative.
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