A MUCH IMPROVED SYNTHESIS OF THE SIDEROPHORE ENTEROBACTIN

Authors
RAMIREZ RJA KARAMANUKYAN L ORTIZ S GUTIERREZ CG
Citation
Rja. Ramirez et al., A MUCH IMPROVED SYNTHESIS OF THE SIDEROPHORE ENTEROBACTIN, Tetrahedron letters, 38(5), 1997, pp. 749-752
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
5
Year of publication
1997
Pages
749 - 752
Database
ISI
SICI code
0040-4039(1997)38:5<749:AMISOT>2.0.ZU;2-4
Abstract
Enterobactin, the cyclic trimer of N-(2,3-dihydroxybenzoyl)-L-serine h as been efficiently prepared. A simple and high yield procedure has be en developed for construction of N-protected serine trilactone as the key intermediate: methyl N-trityl-L-serinate and 2,2-dibutyl-1,3,2-dio xastannolane were refluxed in xylene to produce the triolide as the on ly lactone product in 85% yield. (C) 1997, Elsevier Science Ltd.