((1S,2S,5S)-5-isopropyl-2-methylcyclohexyl)(2-methoxy-2-phenylethyl)selane | 1044169-76-7

• 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,2S,5S)-5-isopropyl-2-methylcyclohexyl)(2-methoxy-2-phenylethyl)selane
• CAS: 1044169-76-7
• 化学式: C₁₉H₃₀OSe
• 分子量: 353.407
• InChiKey: JRRZSFGAEIVTGP-GLJLYWAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  苯乙烯 、 甲醇 、 在 silver trifluoromethanesulfonate 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 2.33h， 生成 ((1S,2S,5S)-5-isopropyl-2-methylcyclohexyl)(2-methoxy-2-phenylethyl)selane
  参考文献：
  名称：

  Synthesis and reactions of enantiomerically pure dialkyl diselenides from the p-menthane group

  摘要：

  A convenient route for the synthesis of optically active dialkyl diselenides from the p-menthane system utilizing a reaction of alkyl tosylates and chlorides with sodium diselenide is reported. The diselenides obtained have been used for asymmetric methoxyselenenylation of styrene. Quantum chemical calculations of the chair conformers stability of the terpeneselenenyl bromides from the p-menthane group have also been carried out using density functional theory (DFF, at the B3LYP/6-311G(d) level). The influence of the diselenides structure on the stereoselectivity in the methoxyselenenylation reaction is also discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.027