Synthesis of the Chromophore of Pseudobactin, a Fluorescent Siderophore from Pseudomonas
Protected forms of dihydroxyphenylalanine (DOPA) were converted to the corresponding dihydroquinolin-2-ones 13 by nitration and reductive cyclization.Subsequent N-alkylation with α-halo-γ-aminobutyric acid derivatives provided the carbon framework 12 for the chromophore of pseudobactin.Conversion to protected forms of the fluorescent chromophore 5 was accomplished by reaction of 12 with Lawesson's reagent to produce the corresponding thioamide which was cyclized by reaction with mercuric acetate.
Kolasa, Teodozyj,Miller, Marvin J.
p. 4246 - 4255
(2007/10/02)
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