(Rs)-2-methyl-N-((11S,13R)-16-oxo-15-(trimethylsilyl)-12,13,16,17-tetrahydro-11H-cyclopenta[a]phenanthren-11-yl)propane-2-sulfinamide | 1560810-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (Rs)-2-methyl-N-((11S,13R)-16-oxo-15-(trimethylsilyl)-12,13,16,17-tetrahydro-11H-cyclopenta[a]phenanthren-11-yl)propane-2-sulfinamide
• 英文别名: (R)-2-methyl-N-[(11S,13R)-16-oxo-15-trimethylsilyl-11,12,13,17-tetrahydrocyclopenta[a]phenanthren-11-yl]propane-2-sulfinamide
• CAS: 1560810-99-2
• 化学式: C₂₄H₃₁NO₂SSi
• 分子量: 425.667
• InChiKey: ZWOASLBMBDEAJQ-KJZPAOQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  dicobalt octacarbonyl 、 (Rs)-2-methyl-N-((S)-1-(2-((trimethylsilyl)ethynyl)naphthalen-1-yl)but-3-en-1-yl)propane-2-sulfinamide 以 甲苯 为溶剂， 以71%的产率得到(Rs)-2-methyl-N-((11S,13R)-16-oxo-15-(trimethylsilyl)-12,13,16,17-tetrahydro-11H-cyclopenta[a]phenanthren-11-yl)propane-2-sulfinamide
  参考文献：
  名称：

  Asymmetric Allylation/Pauson–Khand Reaction: A Simple Entry to Polycyclic Amines. Application to the Synthesis of Aminosteroid Analogues

  摘要：

  Asymmetric allylation of o-iodoarylsulfinylimines has been achieved in high diastereoselectivities. The thus-obtained o-iodoarylhomoallylic sulfinamides participate in a subsequent Sonogashira coupling followed by a diastereoselective intramolecular Pauson-Khand reaction. In this way, tricyclic amines showing a unique benzo-fused indenyl backbone were obtained. The methodology has been applied to the synthesis of amino steroid analogues.

  DOI：

  10.1021/ol500142c