Ro-25-9022
Chemical Name: 26,26,26,27,27,27-Hexafluoro-1alpha,25-dihydroxy-16,17,23,24-tetradehydro-19-norvitamin D3
CAS No. 165811-43-8
项目整合开发状态: Preclinical
项目研究机构: Roche (Originator)
合成路线:Reduction of the triple bond of compound (I) with LiAlH4 in the presence of NaOMe furnished the E-olefin (II).The secondary alcohol group of (II) was then oxidized to the corresponding ketone (III) by means of pyridinium dichromate in the presence of pyridinium p-toluenesulfonate.Condensation of this ketone with the ylide resulting from phosphine oxide (IV) and n-BuLi produced the silylated cholecalciferol analogue (V).The silyl protecting groups of (V) were finally removed by treatment with tetrabutylammonium fluoride.
📌 参考资料/链接:
参考文献标题:Vitamin D3 analogs
文献作者:Doran,T.I.; Hennessy,B.M.; McLane,J.A.; Pizzolato,G.; Sedarati,F.; Uskokovic,M.R.(F.Hoffmann-La Roche AG)
参考来源:EP 0654467; JP 1995188159; US 5428029