171038-92-9Relevant academic research and scientific papers
Total synthesis of sulfobacin A through dynamic kinetic resolution of a racemic β-keto-α-amino ester hydrochloride
Labeeuw, Olivier,Phansavath, Phannarath,Genet, Jean-Pierre
, p. 1899 - 1908 (2004)
A total synthesis of sulfobacin A, a von Willebrand factor receptor antagonist, is described. Our synthetic approach relies uniquely on catalytic asymmetric reactions for the creation of the three stereogenic centers without using chiral building blocks.
A short total synthesis of sulfobacin A
Labeeuw, Olivier,Phansavath, Phannarath,Genêt, Jean-Pierre
, p. 6383 - 6386 (2003)
A total synthesis of the von Willebrand factor receptor antagonist sulfobacin A is described. Key steps for this short route to sulfobacin A include ruthenium-catalyzed asymmetric hydrogenation and diastereoselective electrophilic amination for the construction of the three stereogenic centers.
Sulfobacins A and B, novel von Willebrand factor receptor antagonists. II. Structural elucidation
Kamiyama,Umino,Itezono,Nakamura,Satoh,Yokose
, p. 929 - 936 (2007/10/03)
Sulfobacins A and B are novel von Willebrand factor (vWF) receptor antagonists produced by Chryseobacterium sp. NR 2993. The structures of sulfobacins A and B have been determined to be (2R,3R)-3-hydroxy-2-[(R)-3-hydroxy-15-methylhexadecanamido]-15- methylhexadecanesulfonic acid and (2R,3R)-3-hydroxy-15-methyl-2-[13-methyltetradecanamido]- hexadecanesulfonic acid, respectively, by various 2D NMR experiments and by methanolysis. The absolute configurations of the sulfobacins were determined by a modified MOSHER's method. The structures are related to sulfonolipids, major components of the cell envelope of gliding bacteria of the genus Cytophaga.
