Ro-25-6760
Chemical Name: 26,26,26,27,27,27-Hexafluoro-1alpha,25-dihydroxy-16,17,23,23,24,24-hexadehydro-19-norvitamin D3; (1alpha,3beta,7E)-26,26,26,27,27,27-Hexafluoro-19-nor-9,10-secocholesta-5,7,16-trien-23-yne-1,3,25-triol
CAS No. 156208-06-9
项目整合开发状态: Preclinical
项目研究机构: Roche (Originator)
合成路线:Condensation of the lithium anion of alkyne (I) with hexafluoroacetone provided the tertiary alcohol (II).Subsequent deprotection of the silyl ether of (II) with tetrabutylammonium fluoride yielded alcohol (III),which was oxidized to ketone (IV) by means of pyridinium chlorochromate.Wittig condensation of (IV) with the ylide resulting from phosphine (V) and BuLi produced diene (VI).Finally,both silyl ethers of (VI) were cleaved with tetrabutylammonium fluoride to furnish the title compound.
📌 参考资料/链接：
参考文献标题:Vitamin D3 fluorinated analogs
文献作者:Baggiolini,B.J.; Shiuey,S.-J.; Uskokovic,M.R.(F.Hoffmann-La Roche AG)
参考来源:US 5451574; US 5753638
📄 详细内容
合成路线:Condensation of the lithium anion of alkyne (I) with hexafluoroacetone provided the tertiary alcohol (II).Subsequent deprotection of the silyl ether of (II) with tetrabutylammonium fluoride yielded alcohol (III),which was oxidized to ketone (IV) by means of pyridinium chlorochromate.Wittig condensation of (IV) with the ylide resulting from phosphine (V) and BuLi produced diene (VI).Finally,both silyl ethers of (VI) were cleaved with tetrabutylammonium fluoride to furnish the title compound.
参考文献标题:Vitamin D3 fluorinated analogs
文献作者:Uskokovic,M.R.; Baggiolini,E.G.; Shiuey,S.-J.(F.Hoffmann-La Roche AG)
参考来源:EP 0580968
产品链接: CAS No. 156208-06-9››