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Oxidation of alcohol to carboxylic acid under mild acidic condition and followed by synthesis of ester analogues of Corey's lactone | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X

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Abstract

Oxidation of alcohol to carboxylic acid under mild acidic condition and followed by synthesis of ester analogues of Corey's lactone

Author(s): Venkata Rambabu Kammili, G. Mahesh Reddy and K. Mukkanti

Reaction of (3aR,4S,5R,6aS)-4-(hydroxymethyl)-2-oxohexahydro-2H-cyclopenta[b] furan-5-yl biphenyl-4-carboxylate(1) with sodium per iodide/sodium bromide and TEMPO as a catalyst gives (3aR,4R,5R,6aS)-5-[(biphenyl-4-ylcarbonyl)oxy]-2-oxohexahydro-2H-cyclopenta[b] furan -4-carboxylic acid (2), which on reaction with different alcohols in presence of EDC.HCl/DMAP gives corresponding esters of compound (2).All the synthesized compounds were characterized by their FT-IR, 1H-NMR and mass spectral data.


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