Efficient short step synthesis of Corey's tamiflu intermediate |
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Authors: | Kipassa Nsiama Tienabe Okamura Hiroaki Kina Kengo Hamada Toshiyuki Iwagawa Tetsuo |
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Affiliation: | Department of Chemistry and Bioscience, Faculty of Science, Kagoshima University, 1-21-35 Korimoto, Kagoshima 890-0065, Japan. |
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Abstract: | Corey's tamiflu intermediate was synthesized from a bicyclolactam adduct obtained by base-catalyzed Diels-Alder reaction of N-nosyl-3-hydroxy-2-pyridone with ethyl acrylate. A compound that has the same array of functional groups with the Corey's intermediate was obtained in four steps from the DA adduct in 47% overall yield. The intermediate itself was also prepared efficiently by simply changing the protective group. |
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