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Novel approach for the conversion of natural Δ3 cephalosporin derivatives into corresponding Δ2 cephalosporin derivatives
Authors:Korrapati. V. V. Prasada Rao  Ramesh Dandala  Vija Y. K. Handa  Anand. G. Kamat  Inti. V. Subramanyeswara Rao  Ananta Rani  Andra Naidu
Affiliation:1. Chemical Research Department, APL Research Center, A division of Aurobindo Pharma ltd, Hyderabad‐500 072, Andhra Pradesh, India;2. Jawaharlal Nehru Technological University, Kukatpally, Hyderabad‐500 072, India
Abstract: chemical structure image A simple one pot synthetic method for the isomerization of cephem double bond from the natural 3‐position to 2‐cephem positions is affected by silylation. Thus cephalosporin acids are treated with Ntrimethylsilylacetamide (MSA) or N,O‐bis(trimethylsilyl)acetamide (BSA) and the resulting silyl esters are treated with triethylamine at ambient temperature in the same pot to afford Δ2‐cephalosporins, which are potentially related compounds in cephalosporin antibacterial compounds.
Keywords:
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