7,17,27,37-Tetratert-butylnonacyclo[31.7.1.13,11.113,21.123,31.04,9.014,19.024,29.034,39]tetratetraconta-1(41),3,5,7,9,11(44),13,15,17,19,21(43),23,25,27,29,31(42),33,35,37,39-icosaene-41,42,43,44-tetrol | 203187-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7,17,27,37-Tetratert-butylnonacyclo[31.7.1.13,11.113,21.123,31.04,9.014,19.024,29.034,39]tetratetraconta-1(41),3,5,7,9,11(44),13,15,17,19,21(43),23,25,27,29,31(42),33,35,37,39-icosaene-41,42,43,44-tetrol
• CAS: 203187-35-3
• 化学式: C₆₀H₆₄O₄
• 分子量: 849.166
• InChiKey: URSQSVIGZRCZDS-UHFFFAOYSA-N

物化性质

• 密度：
  1.165±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18
• 重原子数：
  64
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7,17,27,37-Tetratert-butylnonacyclo[31.7.1.13,11.113,21.123,31.04,9.014,19.024,29.034,39]tetratetraconta-1(41),3,5,7,9,11(44),13,15,17,19,21(43),23,25,27,29,31(42),33,35,37,39-icosaene-41,42,43,44-tetrol 在 sodium hydroxide 、 phenyltrimethylammonium tribromide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 以30%的产率得到(1S,22S)-8,18,29,39-tetratert-butyl-2,23-dioxaundecacyclo[33.7.1.11,4.114,22.122,25.03,12.06,11.016,21.024,33.027,32.037,42]hexatetraconta-3,5,7,9,11,14,16(21),17,19,24,26,28,30,32,35,37(42),38,40-octadecaene-43,45-dione
  参考文献：
  名称：

  Spirodienone and Bis(spirodienone) Derivatives of Calix[4]naphthalenes

  摘要：

  Calix[4]naphthalenes 11 and 12 in which hydroxyl groups are situated intraannularly can be oxidized with PTMATB and base to form the bis(spirodienone) 13, from 11, and bis(spirodienone) 20-21 and spirodienone 22, from 12. The prototype calix[4]naphthalenes 9 and 10 previously reported by us and which contain similar 1,5 dihydroxy functionalities extrannularly failed to afford the analogous spironaphthalenones. Model studies with the bis(1-hydroxy-2-naphthyl)methanes 8-8f provided support for the putative mechanism proposed for the formation of spirodienone calix[4]arenes and spironaphthalenones. The synthesis of the novel tert-butylcalix[4]naphthalenes 12 is described.

  DOI：

  10.1021/jo971541i
• 作为产物：
  描述：

  6-t-Butyl-3-hydroxymethyl-2-naphthol 在 四氯化钛 作用下， 以 1,4-二氧六环 为溶剂， 以31%的产率得到7,17,27,37-Tetratert-butylnonacyclo[31.7.1.13,11.113,21.123,31.04,9.014,19.024,29.034,39]tetratetraconta-1(41),3,5,7,9,11(44),13,15,17,19,21(43),23,25,27,29,31(42),33,35,37,39-icosaene-41,42,43,44-tetrol
  参考文献：
  名称：

  Spirodienone and Bis(spirodienone) Derivatives of Calix[4]naphthalenes

  摘要：

  Calix[4]naphthalenes 11 and 12 in which hydroxyl groups are situated intraannularly can be oxidized with PTMATB and base to form the bis(spirodienone) 13, from 11, and bis(spirodienone) 20-21 and spirodienone 22, from 12. The prototype calix[4]naphthalenes 9 and 10 previously reported by us and which contain similar 1,5 dihydroxy functionalities extrannularly failed to afford the analogous spironaphthalenones. Model studies with the bis(1-hydroxy-2-naphthyl)methanes 8-8f provided support for the putative mechanism proposed for the formation of spirodienone calix[4]arenes and spironaphthalenones. The synthesis of the novel tert-butylcalix[4]naphthalenes 12 is described.

  DOI：

  10.1021/jo971541i