Furan,2-[6-methoxy-1,1,5-trimethyl-7-(phenylsulfinyl)-5-heptenyl]-5-methyl- | 662151-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Furan,2-[6-methoxy-1,1,5-trimethyl-7-(phenylsulfinyl)-5-heptenyl]-5-methyl-
• 英文别名: (E and Z)-3,7-dimethyl-2-methoxy-7-[2-(5-methyl)furyl]-1-phenylsulfinyl-2-octene
• CAS: 662151-45-3
• 化学式: C₂₂H₃₀O₃S
• 分子量: 374.544
• InChiKey: HGWFTGYJAVDNKC-UHFFFAOYSA-N

物化性质

• 沸点：
  532.2±50.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Furan,2-[6-methoxy-1,1,5-trimethyl-7-(phenylsulfinyl)-5-heptenyl]-5-methyl- 在 2,6-二叔丁基吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 生成 (+/-)-4a,7-epoxy-1,2,3,4,7,8,9a-heptahydro-4,4,7α,9aα-tetramethyl-8α-phenylsulfenyl-4aH-benzocyclohepten-9(2H)-one 、 (+/-)-4a,7-epoxy-1,2,3,4,7,8,9a-heptahydro-4,4,7α,9aβ-tetramethyl-8α-phenylsulfenyl-4aH-benzocyclohepten-9(2H)-one
  参考文献：
  名称：

  Intramolecular [4+3] Cycloadditions. Towards a Synthesis of Widdrol

  摘要：

  Certain substituted alkoxyallylic sulfones were alkylated and treated with Lewis acids to produce vinylthionium ions that underwent intramolecular [4+3] cycloaddition reactions with a tethered furan. Manipulation of the cycloadduct led to the synthesis of widdrol. Other attempts to prepare the cycloadducts were made, but none were exceptionally better than the route using vinylthionium ions as intermediates. Interesting aspects of the alkylation chemistry of phenylthio-substituted alkoxyallylic sulfones are detailed as well.

  DOI：

  10.3987/com-03-s(p)53
• 作为产物：
  描述：

  4-[2-(5-methyl)furyl]-4-methylpentyl iodide 在 disodium hydrogenphosphate 、 sodium amalgam 、 正丁基锂 、 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 48.84h， 生成 Furan,2-[6-methoxy-1,1,5-trimethyl-7-(phenylsulfinyl)-5-heptenyl]-5-methyl-
  参考文献：
  名称：

  Intramolecular [4+3] Cycloadditions. Towards a Synthesis of Widdrol

  摘要：

  Certain substituted alkoxyallylic sulfones were alkylated and treated with Lewis acids to produce vinylthionium ions that underwent intramolecular [4+3] cycloaddition reactions with a tethered furan. Manipulation of the cycloadduct led to the synthesis of widdrol. Other attempts to prepare the cycloadducts were made, but none were exceptionally better than the route using vinylthionium ions as intermediates. Interesting aspects of the alkylation chemistry of phenylthio-substituted alkoxyallylic sulfones are detailed as well.

  DOI：

  10.3987/com-03-s(p)53