2,7,12-triallyloxy-3,8,13-tribenzyloxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene | 863481-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,7,12-triallyloxy-3,8,13-tribenzyloxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene
• 英文别名: 5,12,19-Tris(phenylmethoxy)-6,13,20-tris(prop-2-enoxy)tetracyclo[15.4.0.03,8.010,15]henicosa-1(21),3,5,7,10,12,14,17,19-nonaene
• CAS: 863481-50-9
• 化学式: C₅₁H₄₈O₆
• 分子量: 756.939
• InChiKey: YGLUVBUCMTXELG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  57
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,7,12-triallyloxy-3,8,13-tribenzyloxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene 在 palladium diacetate 二乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.5h， 以81%的产率得到3,8,13-tribenzyloxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7,12-triol
  参考文献：
  名称：

  Improved Synthesis of Functional CTVs and Cryptophanes Using Sc(OTf)₃ as Catalyst

  摘要：

  Functional cyclotriveratrylene (CTV) and cryptophane derivatives are synthesized in the presence of scandium triflate [Sc(OTf)(3)]. This route allows the preparation of new derivatives that could not be prepared or easily obtained by using the previously reported experimental procedures. With a catalytic amount of scandium triflate (1% mol), CTVs were obtained with yields similar to or higher than those reported previously in reactions run under strong acidic conditions. Cryptophanes were also synthesized in fairly good yields by performing the ring-closure step in the presence of a stoichiometric amount of Sc(OTf)(3). Interestingly, this novel approach strongly reduces the formation of side products and gives rise to novel functionalized molecules for the construction of supramolecular host-guest systems.

  DOI：

  10.1021/jo050495g
• 作为产物：
  描述：

  (4-allyloxy-3-benzyloxyphenyl)methanol 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以37%的产率得到2,7,12-triallyloxy-3,8,13-tribenzyloxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene
  参考文献：
  名称：

  Improved Synthesis of Functional CTVs and Cryptophanes Using Sc(OTf)₃ as Catalyst

  摘要：

  Functional cyclotriveratrylene (CTV) and cryptophane derivatives are synthesized in the presence of scandium triflate [Sc(OTf)(3)]. This route allows the preparation of new derivatives that could not be prepared or easily obtained by using the previously reported experimental procedures. With a catalytic amount of scandium triflate (1% mol), CTVs were obtained with yields similar to or higher than those reported previously in reactions run under strong acidic conditions. Cryptophanes were also synthesized in fairly good yields by performing the ring-closure step in the presence of a stoichiometric amount of Sc(OTf)(3). Interestingly, this novel approach strongly reduces the formation of side products and gives rise to novel functionalized molecules for the construction of supramolecular host-guest systems.

  DOI：

  10.1021/jo050495g

文献信息

• Improved Synthesis of Functional CTVs and Cryptophanes Using Sc(OTf)₃ as Catalyst
  作者：Thierry Brotin、Vincent Roy、Jean-Pierre Dutasta

  DOI：10.1021/jo050495g

  日期：2005.8.1

  Functional cyclotriveratrylene (CTV) and cryptophane derivatives are synthesized in the presence of scandium triflate [Sc(OTf)(3)]. This route allows the preparation of new derivatives that could not be prepared or easily obtained by using the previously reported experimental procedures. With a catalytic amount of scandium triflate (1% mol), CTVs were obtained with yields similar to or higher than those reported previously in reactions run under strong acidic conditions. Cryptophanes were also synthesized in fairly good yields by performing the ring-closure step in the presence of a stoichiometric amount of Sc(OTf)(3). Interestingly, this novel approach strongly reduces the formation of side products and gives rise to novel functionalized molecules for the construction of supramolecular host-guest systems.