182554-06-9Relevant academic research and scientific papers
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
An efficient and general route to the synthesis of novel aminoglycosides for RNA binding
Santana, Andrés G.,Bastida, ágatha,Del Campo, Teresa Martínez,Asensio, Juan Luis,Revuelta, Julia
, p. 219 - 222 (2011)
An alternative and straightforward method to prepare aminoglycoside dimers and heterodimeric conjugates is reported. The novel type of modification may provide a promising way for the development of new ligands effectively targeting to RNA. Georg Thieme V
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
Investigation of the regioselectivity for the Staudinger reaction and its application for the synthesis of aminoglycosides with N-1 modification
Li, Jie,Chiang, Fang-I.,Chen, Hsiao-Nung,Chang, Cheng-Wei Tom
, p. 4055 - 4066 (2008/02/04)
(Chemical Equation Presented) The criteria for controlling the regioselectivity of Staudinger reduction of azides have been investigated. These findings enable a convenient direct N-1 modification of the perazidoneamine and perazidoribostamycin resulting
An efficient and improved procedure for preparation of triflyl azide and application in catalytic diazotransfer reaction
Yan, Ri-Bai,Yang, Fan,Wu, Yanfen,Zhang, Li-He,Ye, Xin-Shan
, p. 8993 - 8995 (2007/10/03)
An efficient and improved procedure for preparation of triflyl azide and application in catalytic diazotransfer reaction are described. The amount of highly toxic reagents NaN3 and Tf2O, is significantly reduced comparing with the pr
Reexamination of neomycin B degradation: Efficient preparation of its CD and D rings as protected glycosyl donors
Wu, Baogen,Yang, Jun,He, Yun,Swayze, Eric E.
, p. 3455 - 3458 (2007/10/03)
(matrix presented) The degradation of neomycin B was reexamined, and a novel protocol was established to prepare the properly masked neomycin CD ring as a glycol donor in excellent yield. Glycosylation of the CD ring with glycol acceptors provided a facil
