Acetic acid (1S,4R,7aS)-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl ester | 140659-38-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: Acetic acid (1S,4R,7aS)-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl ester
• CAS: 140659-38-7
• 化学式: C₁₈H₃₂O₃Si
• 分子量: 324.536
• InChiKey: MAKWUZSQAVVBGB-RYRKJORJSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid (1S,4R,7aS)-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl ester 在 Crabtree catalyst 氢气 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到Acetic acid (1S,3aS,4R,7aS)-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-4-yl ester
  参考文献：
  名称：

  Synthesis of hydrindan derivatives related to vitamin D

  摘要：

  Two independent routes to the CD fragment of vitamin D metabolites and analogues are described. The trans-hydrindanol 4 was synthesized from enedione 5. The key step in this synthesis was the hydroxyl-directed hydrogenation of hydrindenols of type 15 in the presence of Wilkinson's catalyst. The trans-hydrindanone 6 was efficiently prepared by degradation of the Lythgoe-Inhoffen diol (3). Both 4 and 6 are suitable precursors for the preparation of new potentially useful analogues of 1-alpha,25-dihydroxyvitamin D3 that are functionalized at C20, C21, or ring D.

  DOI：

  10.1021/jo00037a039