Convenient divergent synthesis of a library of trehalosamine analogues.
[reaction: see text] A library of seven trehalosamine analogues with various natural and non-natural binding motifs was synthesized through an expedient divergent synthetic approach. The final products were prepared in sufficient quantities and purities for different types of assay against various pathogens. Several stereo- and regioselective reactions on the trehalose scaffold were developed for rapid synthesis of all of the designed compounds.
Hui
Yu
Y
Department of Chemistry and Biochemistry, Utah State University, 0300 Old Main Hill, Logan, Utah 84322-0300, USA.
Chang
Cheng-Wei Tom
CW
D000588:Amines / Q000138:chemical synthesis*; D000606:Amino Sugars / Q000009:adverse effects* / Q000138:chemical synthesis*; D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D015195:Drug Design; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014199:Trehalose / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D000588:Amines; D000606:Amino Sugars; D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; C466027:trehalosamine; D014199:Trehalose