6,9,10,16,17,20-hexamethyl-6,20-di(4,8,12-trimethyltridecyl)-7,12,14,19-tetraoxahexacyclo[11.11.1.0^2,11.0^3,8.0^15,24.0^18,23]pentacosa-2,8,10,15(24),16,18(23)-hexaene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 6,9,10,16,17,20-hexamethyl-6,20-di(4,8,12-trimethyltridecyl)-7,12,14,19-tetraoxahexacyclo[11.11.1.0^2,11.0^3,8.0^15,24.0^18,23]pentacosa-2,8,10,15(24),16,18(23)-hexaene
• 英文别名: 6,20-Dihexadecyl-6,9,10,16,17,20-hexamethyl-7,12,14,19-tetraoxahexacyclo[11.11.1.02,11.03,8.015,24.018,23]pentacosa-2(11),3(8),9,15(24),16,18(23)-hexaene；6,20-dihexadecyl-6,9,10,16,17,20-hexamethyl-7,12,14,19-tetraoxahexacyclo[11.11.1.02,11.03,8.015,24.018,23]pentacosa-2(11),3(8),9,15(24),16,18(23)-hexaene
• 化学式: C₅₉H₉₆O₄
• 分子量: 869.409
• InChiKey: NNNZWFYYXGBIQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.9
• 重原子数：
  63
• 可旋转键数：
  30
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  γ-tocopherol 、 1,1,3,3-四甲氧基丙烷 在 三氟乙酸 作用下， 反应 2.0h， 以35%的产率得到6,9,10,16,17,20-hexamethyl-6,20-di(4,8,12-trimethyltridecyl)-7,12,14,19-tetraoxahexacyclo[11.11.1.0^2,11.0^3,8.0^15,24.0^18,23]pentacosa-2,8,10,15(24),16,18(23)-hexaene
  参考文献：
  名称：

  Novel tocopheryl compounds XX. 1,3,8-Trioxaphenanthrenes derived from γ-tocopherol

  摘要：

  Condensation of gamma-tocopherol with aldehydes provides 2,4-disubstituted 1,3,8-trioxaphenanthrenes in a simple one-pot reaction. The reaction proceeded under acid catalysis according to a two-step alkylation-acetalisation mechanism in yields between 58 and 81 %. The title compounds are precursors for the thermal generation of ortho-quinone methides, which can be in situ reduced to give antioxidants of the 5a-substituted alpha-tocopherol-type. The products were analytically characterized by NMR and HRMS. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.038

文献信息

• Novel tocopheryl compounds XX. 1,3,8-Trioxaphenanthrenes derived from γ-tocopherol
  作者：Christian Adelwöhrer、Thomas Rosenau

  DOI：10.1016/j.tet.2005.07.038

  日期：2005.9

  Condensation of gamma-tocopherol with aldehydes provides 2,4-disubstituted 1,3,8-trioxaphenanthrenes in a simple one-pot reaction. The reaction proceeded under acid catalysis according to a two-step alkylation-acetalisation mechanism in yields between 58 and 81 %. The title compounds are precursors for the thermal generation of ortho-quinone methides, which can be in situ reduced to give antioxidants of the 5a-substituted alpha-tocopherol-type. The products were analytically characterized by NMR and HRMS. (c) 2005 Elsevier Ltd. All rights reserved.