18,21-dimethoxy-nonacyclo-1α,2β,4β,11β,13β,14α-[12.10.6^4,11.1^1,14.0^2,13.0^3,12.0^15,24.0^17,22]hentriaconta-5,7,9,15,17,19,21,23,25,27,29-undecaene-3,12-dicarbonyl anhydride | 1448550-94-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素内酯
• 英文名称: 18,21-dimethoxy-nonacyclo-1α,2β,4β,11β,13β,14α-[12.10.6^4,11.1^1,14.0^2,13.0^3,12.0^15,24.0^17,22]hentriaconta-5,7,9,15,17,19,21,23,25,27,29-undecaene-3,12-dicarbonyl anhydride
• CAS: 1448550-94-4
• 化学式: C₃₅H₂₆O₅
• 分子量: 526.588
• InChiKey: ZEBGKNHMKJQJNB-ASUSBNHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  40.0
• 可旋转键数：
  2.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  在 水 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以28 mg的产率得到18,21-dimethoxy-nonacyclo-1α,2β,4β,11β,13β,14α-[12.10.6^4,11.1^1,14.0^2,13.0^3,12.0^15,24.0^17,22]hentriaconta-5,7,9,15,17,19,21,23,25,27,29-undecaene-3,12-dicarbonyl anhydride
  参考文献：
  名称：

  Reactivity increase of dienophiles by change of the ester substituents into the acid chlorides: cycloaddition reaction of the diacid chloride of 3,10-hexacyclo[10.2.1.15,8.02,11.03,10.04,9]hexadeca-6,13-diene-3,10-dicarboxylic acid with quadricyclane

  摘要：

  Conversion of the ester substituents on the cyclobutene it-bond of dimethyl tricyclo[4.2.1.0(2,5)]nona-3,7-diene-3,4-dicarboxylate to the corresponding acid chloride increases the cycloaddition reactivity toward quadricyclane so dramatically that the reaction temperature can be dropped from 180 degrees C (preparation of title 3,10-diester) to room temperature (preparation of the title 3,10-diacid chloride). The cycloadduct product, an acid chloride of the title ring system, is extremely docile and can be recrystallized unchanged from hot methanol. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.057