3'-iodomethyl-5-methoxy-3'-methyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)] | 1020726-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 3'-iodomethyl-5-methoxy-3'-methyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)]
• CAS: 1020726-68-4
• 化学式: C₁₆H₂₁IO₂
• 分子量: 372.246
• InChiKey: GOJRRDCZPCGYEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3'-iodomethyl-5-methoxy-3'-methyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)] 、 4,6-二甲基-2-巯基嘧啶 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.17h， 以51%的产率得到5-methoxy-3'-methyl-3'-(4,6-dimethylpyrimidin-2-yl)thiomethyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)]
  参考文献：
  名称：

  A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols

  摘要：

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.

  DOI：

  10.3987/com-07-11244
• 作为产物：
  描述：

  1-[4-甲氧基-2-(1-甲基乙烯基)苯基]环己醇 在 碘 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以49%的产率得到3'-iodomethyl-5-methoxy-3'-methyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)]
  参考文献：
  名称：

  A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols

  摘要：

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.

  DOI：

  10.3987/com-07-11244