6-methyl-1-phenylhept-3-yne-2,6-diol | 1448599-76-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-methyl-1-phenylhept-3-yne-2,6-diol
• 英文别名: 6-Methyl-1-phenylhept-3-yne-2,6-diol
• CAS: 1448599-76-5
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: MIFQXKJYQBZKFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-甲基丁醛 、 6-methyl-1-phenylhept-3-yne-2,6-diol 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以52%的产率得到4-(sec-butyl)-2,2-dimethyl-2,4-dihydro-1H-benzo[f]isochromene
  参考文献：
  名称：

  Atom Economical, One-Pot, Three-Reaction Cascade to Novel Tricyclic 2,4-Dihydro-1H-benzo[f]isochromenes

  摘要：

  Reaction of 6-methyl-1-phenylhept-3-yne-2,6-diol with various aldehydes under Lewis acid conditions provides an atom economical, two-component cascade reaction sequence to novel 2,4-dihydro-1H-benzo[f]isochromene compounds. Aliphatic aldehydes as well as electron-deficient and -rich aromatic aldehydes can be used.

  DOI：

  10.1021/ol401600j
• 作为产物：
  描述：

  甲基环氧丙烷 、 1-苯基-3-丁炔-2-醇 在 正丁基锂 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.75h， 以77%的产率得到6-methyl-1-phenylhept-3-yne-2,6-diol
  参考文献：
  名称：

  Atom Economical, One-Pot, Three-Reaction Cascade to Novel Tricyclic 2,4-Dihydro-1H-benzo[f]isochromenes

  摘要：

  Reaction of 6-methyl-1-phenylhept-3-yne-2,6-diol with various aldehydes under Lewis acid conditions provides an atom economical, two-component cascade reaction sequence to novel 2,4-dihydro-1H-benzo[f]isochromene compounds. Aliphatic aldehydes as well as electron-deficient and -rich aromatic aldehydes can be used.

  DOI：

  10.1021/ol401600j

文献信息

• Electrophilic Cyclization of Phenylalkynediols to Naphthyl(aryl)iodonium Triflates with Chelating Hydroxyls: Preparation and X-ray Analyses
  作者：Robert J. Hinkle、Sarah E. Bredenkamp、Robert D. Pike、Seong Ik Cheon

  DOI：10.1021/acs.joc.7b01619

  日期：2017.11.17

  PhI+CN–OTf (Stang’s reagent) or 3,5-(CF3)2C6H3I+CN–OTf to afford naphthyl(aryl)iodonium triflates. The reaction occurs at room temperature over the course of 6–12 h and provides 36–82% yields of microcrystalline solids. Slow diffusion of Et2O into CH3CN solutions of the salts afforded X-ray quality crystals of five compounds with hydroxyl groups forming five- and six-membered chelation complexes with the

  含有一种炔丙醇和另一种炔丙醇或均丙炔醇的炔二醇与PhI + CN - OTf（Stang's试剂）或3,5-（CF 3）2 C 6 H 3 I + CN - OTf反应制得萘基（芳基）碘鎓三氟甲磺酸。该反应在室温下进行6-12小时，可提供36-82％的微晶固体收率。Et 2 O缓慢扩散到CH 3中盐的CN溶液可提供五种带有羟基的化合物的X射线质量晶体，该化合物与碘原子形成五元和六元螯合配合物。大规模反应（≥〜0.25 mmol）的结晶通常易于从CH 2 Cl 2进行。
• Atom Economical, One-Pot, Three-Reaction Cascade to Novel Tricyclic 2,4-Dihydro-1<i>H</i>-benzo[<i>f</i>]isochromenes
  作者：Robert J. Hinkle、Shane E. Lewis

  DOI：10.1021/ol401600j

  日期：2013.8.16

  Reaction of 6-methyl-1-phenylhept-3-yne-2,6-diol with various aldehydes under Lewis acid conditions provides an atom economical, two-component cascade reaction sequence to novel 2,4-dihydro-1H-benzo[f]isochromene compounds. Aliphatic aldehydes as well as electron-deficient and -rich aromatic aldehydes can be used.