338461-17-9

Upstream product

• 21615-34-9 2-Methoxybenzoyl chloride 
• 167102-61-6 tert-butyl N-[(1R)-1-(hydroxymethyl)-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate 

Downstream Products

• 338461-21-5 (4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide 
• 69772-54-9 pyochelin 
• 338461-19-1 (2R)-3-hydroxy-2-(2-hydroxybenzoylamino)-N-methoxy-N-methylpropionamide 
• 338461-14-6 (2R)-3-hydroxy-2-(2-hydroxythiobenzoylamino)-N-methoxy-N-methylpropionamide 
• 338461-20-4 (4S)-2-(2-hydroxyphenyl)-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide 
• 69772-54-9 (4'R,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid 
• 69772-54-9 (4'S,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid 
• 338461-18-0 (2R)-3-hydroxy-N-methoxy-2-(2-methoxybenzoylamino)-N-methylpropionamide 

Relevant academic research and scientific papers

Synthetic studies of thiazoline and thiazolidine-containing natural products. Part 3: Total synthesis and absolute configuration of the siderophore yersiniabactin

Total synthesis of yersiniabactin, a siderophore from cultures of the bacterium Yersinia enterocolitica, was accomplished. Chirality at the readily racemizable C-9 carbon was preserved during cyclization of β-hydroxythioamide by means of Burgess reagent leading to thiazoline. Based on its synthesis, the absolute configuration of natural yersiniabactin has been determined as 9R, 10RS, 12R, 13S and 19S.