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Synthesis of 1-Methyl-3-oxo-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic Acid Methyl Ester

✍ Scribed by Aragao, Valquiria; Constantino, Mauricio Gomes; Beatriz, Adilson; José da Silva, Gil Valdo

Book ID
118150377
Publisher
Molecular Diversity Preservation International
Year
2005
Tongue
English
Weight
54 KB
Volume
10
Category
Article
ISSN
1420-3049

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Abs&cC The two epimers of methyl 3-oxo-7-oxabicyclo[2.2.l]hept-S-en-2-carboxylate have been prepared from furan and methyl 3-bromopropiolate as a melhoxycarbonylketcne equivalent. The final step required hydrolysis of acetals by Nafion-H. 7-Oxabicyclo[2.2.l]hept-5-en-2-yl derivatives, in an opticall

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In the title compound, C~10~H~11~N~3~O~5~, the dihedral angle between the fused pyridine and imidazolidine ring planes is 4.88 (12)°. The crystal structure is stabilized by weak C—H...O intermolecular interactions.