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KMID : 0370019960100000065
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Chung-Ang Journal of Pharmacal Sciences
1996 Volume.10 No. 0 p.65 ~ p.71
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Synthesis of 4-(9Nicotinate-2-yl)thiobutyl 6-Exomethylene Penam
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Abstract
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The synthesis of new 6-exomethylene penam containing triazole ring was described. 1, 3-Dipolar cycloaddition of 4-azidobutanol with propargyl aldehyde gave 1-(4-hydroxybutyl)-1,2,3-triazole-4-carboxaldehyde, which reacted with 6,6-dibromopenicillanate to yield the stereoisomeric mixture of 6-bromo -6-〔hydroxy-1-(triazol-4-yl)methyl〕 penicillanate compound. This hydroxy compound was treated with acetic anhydride and zinc to afford the 6-exomethylene penam compound.
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