(3S,3aS,11aS,11bR)-3-[tert-butyl(dimethyl)silyl]oxy-11a-(2-iodoethyl)-3a-methyl-2,3,8,9,10,11b-hexahydro-1H-indeno[4,5-b]chromen-7-one | 1041183-88-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,3aS,11aS,11bR)-3-[tert-butyl(dimethyl)silyl]oxy-11a-(2-iodoethyl)-3a-methyl-2,3,8,9,10,11b-hexahydro-1H-indeno[4,5-b]chromen-7-one
• CAS: 1041183-88-3
• 化学式: C₂₅H₃₇IO₃Si
• 分子量: 540.557
• InChiKey: HOQIVAHNFYFCCS-BPJRBCGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.89
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S,3aS,11aS,11bR)-3-[tert-butyl(dimethyl)silyl]oxy-11a-(2-iodoethyl)-3a-methyl-2,3,8,9,10,11b-hexahydro-1H-indeno[4,5-b]chromen-7-one 以 氘代氯仿 为溶剂， 反应 7.0h， 生成
  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：

  以 四氢呋喃 为溶剂， 反应 12.0h， 生成 (3S,3aS,11aS,11bR)-3-[tert-butyl(dimethyl)silyl]oxy-11a-(2-iodoethyl)-3a-methyl-2,3,8,9,10,11b-hexahydro-1H-indeno[4,5-b]chromen-7-one
  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

文献信息

• Total Synthesis of Cortistatins A and J
  作者：Shuji Yamashita、Kentaro Iso、Kazuki Kitajima、Masafumi Himuro、Masahiro Hirama

  DOI：10.1021/jo2002616

  日期：2011.4.15

  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.