(Rs)-N-((S)-1-(6-methoxy-2-((trimethylsilyl)ethynyl)naphthalen-1-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide | 1560812-41-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (Rs)-N-((S)-1-(6-methoxy-2-((trimethylsilyl)ethynyl)naphthalen-1-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide
• CAS: 1560812-41-0
• 化学式: C₂₄H₃₃NO₂SSi
• 分子量: 427.683
• InChiKey: NQJZYDKMQOLZSC-RBISFHTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  dicobalt octacarbonyl 、 (Rs)-N-((S)-1-(6-methoxy-2-((trimethylsilyl)ethynyl)naphthalen-1-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide 以 甲苯 为溶剂， 生成 (Rs)-N-((11S,13R)-3-methoxy-16-oxo-15-(trimethylsilyl)-12,13,16,17-tetrahydro-11H-cyclopenta[a]phenanthren-11-yl)-2-methylpropane-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
• 作为产物：
  描述：

  6-methoxy-2-((trimethylsilyl)ethynyl)-1-naphthaldehyde 、 bromozinc(1+),prop-1-ene 、 (R)-(+)-叔丁基亚磺酰胺 在 titanium(IV) tetraethanolate 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 反应 15.0h， 生成 (Rs)-N-((S)-1-(6-methoxy-2-((trimethylsilyl)ethynyl)naphthalen-1-yl)but-3-en-1-yl)-2-methylpropane-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