Synthesis of new thiazole analogues of pyochelin, a siderophore of Pseudomonas aeruginosa and Burkholderia cepacia. A new conversion of thiazolines into …

GL Mislin, A Burger, MA Abdallah - Tetrahedron, 2004 - Elsevier
Three pyochelin analogues and their methyl esters all containing a thiazole ring have been
synthesised from the same Weinreb amide key intermediate. One of these analogues called
HPTT-COOH, a molecule released in the course of pyochelin and yersiniabactin
biosynthesis, was efficiently synthesised using a new base induced conversion of the key
compound 2′-(2-hydroxyphenyl)-2′-thiazoline-4′-(N-methoxy, N-methyl) carboxamide
into 2′-(2-hydroxyphenyl)-2′-thiazole-4′-(N-methoxy, N-methyl) carboxamide.