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Synthesis of Buprenorphine from Oripavine via N-Demethylation of Oripavine Quaternary Salts

  作者 WERNER LUKAS; MACHARA ALES; ADAMS DAVID R; COX D PHILLIP; HUDLICKY TOMAS  
  选自 期刊  Journal of Organic Chemistry;  卷期  2011年76-11;  页码  4628-4634  
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[摘要]Buprenorphine was synthesized from oripavine by a sequence involving the conversion of oripavine into its cyclopropylmethyl quaternary salt, N-demethylation with thiolate to N-cyclopropylmethyl nororipavine, and conversion of this material to the title compound by previously available methods. The new synthesis avoids toxic reagents used previously, is shorter, and proceeds in comparable yields. Experimental and spectral data are provided for all new compounds.

 
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