Non-hazardous synthesis of isocephosphorin intermediates via α-vinylamino-β-lactams

Ajay K. Bose, Maghar S. Manhas, Shanti G. Amin, Jagdish C. Kapur, J. Kreder, L. Mukkavilli, Bhagat Ram, John E. Vincent

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Abstract

The reaction of a Schiff Base derived from veratrylamine and cinnamaldehyde with (α-methyl-β-alkoxycarbonyl)-vinylamino acetic acid (from glycine and an acetoacetate ester) in presence of a chloroformate ester and triethylamine constitutes a safe synthesis of α-vinylamino β-lactams that can be converted by literature methods to known intermediates for the synthesis of isocephalosporins and analogs.

Original languageEnglish (US)
Pages (from-to)2771-2774
Number of pages4
JournalTetrahedron Letters
Volume20
Issue number30
DOIs
Publication statusPublished - 1979

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Bose, A. K., Manhas, M. S., Amin, S. G., Kapur, J. C., Kreder, J., Mukkavilli, L., ... Vincent, J. E. (1979). Non-hazardous synthesis of isocephosphorin intermediates via α-vinylamino-β-lactams. Tetrahedron Letters, 20(30), 2771-2774. https://doi.org/10.1016/S0040-4039(01)86411-X