((1S,3aS,7aS)-1-((tert-butyldimethylsilyl)oxy)-4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-7a-methyl-2,3,3a,7a-tetrahydro-1H-inden-5-yl)methanol | 1041183-91-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ((1S,3aS,7aS)-1-((tert-butyldimethylsilyl)oxy)-4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-7a-methyl-2,3,3a,7a-tetrahydro-1H-inden-5-yl)methanol
• CAS: 1041183-91-8
• 化学式: C₂₅H₄₈O₃Si₂
• 分子量: 452.825
• InChiKey: MBEVZQAHVGUIIS-HWBMXIPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.06
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ((1S,3aS,7aS)-1-((tert-butyldimethylsilyl)oxy)-4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-7a-methyl-2,3,3a,7a-tetrahydro-1H-inden-5-yl)methanol 在 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(1S,3aS,7aS)-1-[tert-butyl(dimethyl)silyl]oxy-4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-7a-methyl-1,2,3,3a-tetrahydroindene-5-carbaldehyde
  参考文献：
  名称：

  A Concise Synthesis of the Pentacyclic Framework of Cortistatins

  摘要：

  An efficient synthesis of the pentacyclic framework of cortistatins has been developed. The key strategy comprises assembly of the A- and the CD-ring fragments by Knoevenagel reaction, facile formation of the pyran ring via electrocyclization, and construction of the seven-membered B-ring by radical addition to an alpha,beta-unsaturated ketone.

  DOI：

  10.1021/ol8012099
• 作为产物：
  描述：

  methyl (1S,3aS,7aS)-1-((tert-butyldimethylsilyl)oxy)-4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-7a-methyl-2,3,3a,7a-tetrahydro-1H-indene-5-carboxylate 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 0.67h， 以89%的产率得到((1S,3aS,7aS)-1-((tert-butyldimethylsilyl)oxy)-4-(2-((tert-butyldimethylsilyl)oxy)ethyl)-7a-methyl-2,3,3a,7a-tetrahydro-1H-inden-5-yl)methanol
  参考文献：
  名称：

  Total Synthesis of Cortistatins A and J

  摘要：

  This paper describes the details of our synthetic studies on the marine steroidal alkaloids cortistatins A and J. The key features of our strategy include (i) an efficient Knoevenagel/electrocyclic strategy to couple the diketone and the CD-ring fragment, (ii) a chemoselective radical cyclization to construct the oxabicyclo[3.2.1]octene B-ring system, (iii) a highly stereocontrolled installation of the isoquinoline unit, and (iv) a late-stage functionalization of the A-ring.

  DOI：

  10.1021/jo2002616