677334-81-5Relevant academic research and scientific papers
Iminosugar C-glycoside analogues of α-D-GlcNAc-1-phosphate: Synthesis and bacterial transglycosylase inhibition
Hsu, Che-Hsiung,Schelwies, Mathias,Enck, Sebastian,Huang, Lin-Ya,Huang, Shih-Hsien,Chang, Yi-Fan,Cheng, Ting-Jen Rachel,Cheng, Wei-Chieh,Wong, Chi-Huey
, p. 8629 - 8637 (2014)
We herein describe the first synthesis of iminosugar C-glycosides of α-D-GlcNAc-1-phosphate in 10 steps starting from unprotected D-GlcNAc. A diastereoselective intramolecular iodoamination.cyclization as the key step was employed to construct the central piperidine ring of the iminosugar and the C-glycosidic structure of α-D-GlcNAc. Finally, the iminosugar phosphonate and its elongated phosphate analogue were accessed. These phosphorus-containing iminosugars were coupled efficiently with lipophilic monophosphates to give lipid-linked pyrophosphate derivatives, which are lipid II mimetics endowed with potent inhibitory properties toward bacterial transglycosylases (TGase).
Novel and stereoselective asymmetric synthesis of an amino sugar analogue, furanodictine A
Yoda, Hidemi,Suzuki, Yuji,Takabe, Kunihiko
, p. 1599 - 1601 (2007/10/03)
A novel and efficient strategy is described for the asymmetric synthesis of the first 3,6-anhydrosugar to be isolated from natural sources, furanodictine A. The synthetic process is based on requisite stereodefined manipulation of the functionalized amino
