182554-06-9Relevant articles and documents
Metal catalyzed diazo transfer for the synthesis of azides from amines
Alper, Phil B.,Hung, Shang-Cheng,Wong, Chi-Huey
, p. 6029 - 6032 (1996)
An improved method for the synthesis of azides is described. Diazo transfer from triflyl azide occurs effectively with Cu++, Ni++, or Zn++ as a catalyst. The process is amenable to scaleup, can be carried out using commerc
Synthesis and antibacterial activity of novel neamine derivatives: Preponderant role of the substituent position on the neamine core
Gernigon, Nicolas,Bordeau, Valerie,Berree, Fabienne,Felden, Brice,Carboni, Bertrand
supporting information; experimental part, p. 4720 - 4730 (2012/08/08)
A series of neamine derivatives were prepared from the cyclic carbonate and sulfate of 1,3,2′,6′-tetraazido-3′,4′,-di-O- acetylneamine. Ring opening reactions with diversely substituted amines result in the formation of the corresponding carbamates or sulfonic acids with good overall yields. The antibacterial activities of the synthesized products against E. coli (DH5α) and S. aureus (RN4220) were evaluated. With isolated single regioisomers, the preponderant effect of the 5-positions of the carbamate substituent on the neamine core was demonstrated.
A short and scalable route to orthogonally O-protected 2-deoxystreptamine
Van Den Broek, Sebastiaan A. M. W.,Gruijters, Bas W. T.,Rutjes, Floris P. J. T.,Van Delft, Floris L.,Blaauw, Richard H.
, p. 3577 - 3580 (2008/02/04)
(Chemical Equation Presented) A seven-step synthesis of orthogonally O-protected 2-deoxy-streptamine has been developed from readily available neomycin, with an overall yield of 28%. Key chemical transformations include a chemoselective glycosidic bond hy
