A novel and efficient preparation of epoxyketone intermediates for the synthesis of carfilzomib and its derivatives has been developed. Compared to reported methods, this highly stereoselective, environmentally friendly, low-cost method can be used in scaling up the synthesis of carfilzomib and its derivatives.
GlickmanM.H., and CiechanoverA., Physiol. Rev., 2009, 82, 373.
2.
HershkoA., and CiechanoverA., Annu. Rev. Biochem., 1998, 67, 425.
3.
VogesD., ZwicklP., and BaumeisterW., Annu. Rev. Biochem., 1999, 68, 1015.
4.
XinB.T., de BruinG., VerdoesM., FilippovD. V., van der MarelG. A., and OverkleeftH. S., Org. Biomol. Chem., 2014, 12, 5710.
5.
O'ConnorO.A., StewartA. K., ValloneM., MolineauxC. J., KunkelL. A., GerecitanoJ. F., and OrlowskiR. Z., Clin. Cancer Res., 2009, 15, 7085.
6.
DemoS.D., KirkC. J., AujayM. A., BuchholzT. J., DajeeM., HoM. N., JiangJ., LaidigG. J., LewisE. R., ParlatiF., ShenkK. D., SmythM. S., SunC. M., ValloneM. K., WooT. M., MolineauxC. J., and BennettM. K., Cancer Res., 2007, 67, 6383.
