Synthesis of (-)-noviose from 2,3-O-isopropylidene-D-erythronolactol.
Noviose is a key synthon for the construction of novobiocin, a clinically useful antitumor agent that has been shown to inhibit both type II topoisomerases and Hsp90. The synthesis of d-noviose from 2,3-O-isopropylidene-d-erythronolactol is described.
Yu
Xiao Ming
XM
Department of Medicinal Chemistry and The Center for Protein Structure and Function, The University of Kansas, 1251 Wescoe Hall Drive, Malott Hall 4070, Lawrence, Kansas 66045-7564, USA.
Shen
Gang
G
Blagg
Brian S J
BS
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D009005:Monosaccharides / Q000138:chemical synthesis*; D009675:Novobiocin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
C494072:2,3-O-isopropylidene-D-erythronolactol; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D006574:Heterocyclic Compounds, 2-Ring; D009005:Monosaccharides; C494073:noviose; D009675:Novobiocin