新产品编号:172947

Chemical Name: (1alpha,3beta,5Z,7E,23S)-24,24-Difluoro-9,10-secocholesta-5,7,10(19)-triene-1,3,23,25-tetraol; 24,24-Difluoro-1alpha,23(S),25-trihydroxyvitamin D3
CAS No. 183274-08-0
项目整合开发状态: Biological Testing
项目研究机构: NOF (Originator)
合成路线:Aldehyde (I),derived from vitamin D2,was submitted to a Reformatsky reaction with ethyl bromodifluoroacetate and activated Zn to produce a mixture of diastereomeric b-hydroxyesters (II).After chromatographic separation,the required (23S)-isomer was condensed with MeMgBr to give tertiary alcohol (III).Finally,desilylation of (III) with tetra n-butylammonium fluoride in THF provided the title compound.

合成路线:Aldehyde (I),derived from vitamin D2,was submitted to a Reformatsky reaction with ethyl bromodifluoroacetate and activated Zn to produce a mixture of diastereomeric b-hydroxyesters (II).After chromatographic separation,the required (23S)-isomer was condensed with MeMgBr to give tertiary alcohol (III).Finally,desilylation of (III) with tetra n-butylammonium fluoride in THF provided the title compound.
📌 参考资料/链接:
参考文献标题:Synthesis and biological evaluation of (23R)- and (23S)-24,24-difluoro-1alpha,23,25-trihydroxyvitamin D3
文献作者:Iwasaki,H.; Miyamoto,Y.; Hosotani,R.; Nakano,Y.; Konno,K.; Takayama,H.
参考来源:Chem Pharm Bull 1998,46(12),1932