(4aS,4bS,7S,8S,8aS,10aR)-4b,8,10a-trimethyl-7-triisopropylsilyloxydecahydrophenanthrene-3,10(2H,4H)-dione | 1569076-09-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (4aS,4bS,7S,8S,8aS,10aR)-4b,8,10a-trimethyl-7-triisopropylsilyloxydecahydrophenanthrene-3,10(2H,4H)-dione
• 英文别名: (4aS,4bS,7S,8S,8aS,10aR)-4b,8,10a-trimethyl-7-tri(propan-2-yl)silyloxy-1,2,4,4a,5,6,7,8,8a,9-decahydrophenanthrene-3,10-dione
• CAS: 1569076-09-0
• 化学式: C₂₆H₄₆O₃Si
• 分子量: 434.735
• InChiKey: FMIKSLCYJMXQPG-JNPMTXRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.95
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4aS,4bS,7S,8S,8aS,10aS)-4b,8-dimethyl-10a-phenylthiomethyl-7-triisopropylsilyloxydecahydrophenanthrene-3,10(2H,4H)-dione 在 Raney nickel 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 以56%的产率得到(4aS,4bS,7S,8S,8aS,10aR)-4b,8,10a-trimethyl-7-triisopropylsilyloxydecahydrophenanthrene-3,10(2H,4H)-dione
  参考文献：
  名称：

  Stereoselective construction of the ABC-ring system of fusidane triterpenes via intermolecular/transannular Michael reaction cascade

  摘要：

  A stereoselective construction of the ABC-ring system of fusidane triterpenes via intermolecular/transannular Michael reaction cascade is described. The substrate, a ten-membered carbocyclic ketone, has been successfully prepared by the Cr-mediated intramolecular alkenylation of the corresponding acyclic compound. The array of functionalities in the product stereoselectively obtained by the cascade reaction is useful for further structural modifications directed toward the total synthesis of fusidane and other triterpenes, and designed molecules intended for studying structure-activity relationships. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.071

文献信息

• Stereoselective construction of the ABC-ring system of fusidane triterpenes via intermolecular/transannular Michael reaction cascade
  作者：Tomohiro Fujii、Masahisa Nakada

  DOI：10.1016/j.tetlet.2014.01.071

  日期：2014.2

  A stereoselective construction of the ABC-ring system of fusidane triterpenes via intermolecular/transannular Michael reaction cascade is described. The substrate, a ten-membered carbocyclic ketone, has been successfully prepared by the Cr-mediated intramolecular alkenylation of the corresponding acyclic compound. The array of functionalities in the product stereoselectively obtained by the cascade reaction is useful for further structural modifications directed toward the total synthesis of fusidane and other triterpenes, and designed molecules intended for studying structure-activity relationships. (C) 2014 Elsevier Ltd. All rights reserved.