有机化学 ›› 2014, Vol. 34 ›› Issue (8): 1582-1587.DOI: 10.6023/cjoc201402015 上一篇    下一篇

研究论文

13α-取代-去-C-环-19-去亚甲基-1α,25-二羟基维生素D3类似物的合成

蔡祖恽, Hector F. DeLuca   

  1. 威斯康星-麦迪逊大学农业和生命科学学院生物化学系 麦迪逊 美国
  • 收稿日期:2014-02-13 修回日期:2014-03-27 发布日期:2014-05-05
  • 通讯作者: HectorF.DeLuca E-mail:deluca@biochem.wisc.edu;zuyun_cai@yahoo.com

Synthesis of 13α-Substituted-des-C-ring-19-nor-1α,25- dihydroxyvitamin D3 Analogs

Cai Zuyun, DeLuca Hector F.   

  1. Department of Biochemistry, College of Agricultural and Life Sciences, University of Wisconsin-Madison, 433 Babcock Drive, Madison, Wl. 53706-1544 USA
  • Received:2014-02-13 Revised:2014-03-27 Published:2014-05-05

以维生素D3为起始原料,经臭氧化,Baeyer-Villiger氧化内酯化,开裂六元环,二氧化钌(RuO2)引进C-25位羟基,最后经Horner-Wittig反应偶合D环和A环得到13-取代-去-C-环-19-去亚甲基-1α,25-二羟基维生素D3类似物(12a 12b).

关键词: 13-取代, 去-C-环-19-去亚甲基-维生素D3类似物, 合成

The syntheses of 13α-substituted-des-C-ring-19-nor-1α,25-dihydroxyvitamin D3 analogs (12a, 12b) are described. The sequence involves using vitamin D3 as a starting material, cleavage of the six-member ring by Baeyer Villiger reaction, introducing the C-25-hydroxy group by ruthenium oxide, and coupling the D-ring and A-ring by Horner-Witting reaction.

Key words: 13α-substituted, des-C-ring-19-nor-vitamin D3, analogs, synthesis