Chemical conversion of desacetylcephalothin lactone into desacetylcephalothin. The final link in a total synthesis of cephalosporanic acid derivatives

S. L. Neidleman, S. C. Pan, Jerold A Last, J. E. Dolfini

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Desacetylcephalothin lactone was rapidly hydrolyzed to desacetylcephalothin in 10-20% yield in phosphate and borate buffers (pH 6-9, 100°), in borate and carbonate buffers (pH 9-10.8, 25°), and in 0.01 N KOH (25°). In addition, other uncharacterized products were formed. The dosacetylcephalothin formed was isolated as its cephalothin Me ester after esterification and acetylation. These findings establish the final link in the total synthesis of cephalosporins by the lactone route.

Original languageEnglish (US)
Pages (from-to)386-388
Number of pages3
JournalJournal of Medicinal Chemistry
Volume13
Issue number3
StatePublished - 1970
Externally publishedYes

Fingerprint

Borates
Lactones
Cephalosporins
Buffers
Derivatives
Cephalothin
Acetylation
Esterification
Carbonates
Esters
Phosphates
desacetylcephalothin

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Chemical conversion of desacetylcephalothin lactone into desacetylcephalothin. The final link in a total synthesis of cephalosporanic acid derivatives. / Neidleman, S. L.; Pan, S. C.; Last, Jerold A; Dolfini, J. E.

In: Journal of Medicinal Chemistry, Vol. 13, No. 3, 1970, p. 386-388.

Research output: Contribution to journalArticle

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