639476-05-4Relevant articles and documents
Synthesis of 4-azido-4-deoxy-neu5,7,8,9ac42en1me. A key intermediate for the synthesis of GG167 from D-glucono-δ-lactone
Liu, Ke-Gang,Yan, Shi,Wu, Yu-Lin,Yao, Zhu-Jun
, p. 2269 - 2272 (2007/10/03)
Stereoselective synthesis of 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-4- azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester, an advanced key intermediate for the synthesis of neuraminidase inhibitor GG167 (Zanamivir, Relenza), was accomplished using D-glucono-δ-lactone as starting material. A highly diastereoselective allyllation of an imine intermediate, a regioselective azide-opening of an aziridine, and chemoselective oxidations of vicinal diols served successfully as key steps.