Novel approach for the conversion of natural Δ3 cephalosporin derivatives into corresponding Δ2 cephalosporin derivatives

Autor:	Anand Gopalkrishna Kamat, Korrapati V. V. Prasada Rao, Ramesh Dandala, Inti V. Subramanyeswara Rao, Andra Naidu, Ananta Rani, Vija Y. K. Handa
Rok vydání:	2007
Předmět:	chemistry.chemical_classification Cephem Double bond Trimethylsilyl Silylation medicine.drug_class Organic Chemistry Cephalosporin chemistry.chemical_compound chemistry mental disorders polycyclic compounds medicine Organic chemistry Triethylamine Isomerization Acetamide
Zdroj:	Journal of Heterocyclic Chemistry. 44:1513-1515
ISSN:	0022-152X
DOI:	10.1002/jhet.5570440643
Popis:	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.
Databáze:	OpenAIRE
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