(4aR,4bR,10R,10aS)-2,10-Dimethoxy-3,4b,8,8-tetramethyl-4a,4b,5,6,7,8,10,10a-octahydro-phenanthrene-1,4-dione | 143739-40-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (4aR,4bR,10R,10aS)-2,10-Dimethoxy-3,4b,8,8-tetramethyl-4a,4b,5,6,7,8,10,10a-octahydro-phenanthrene-1,4-dione
• 英文别名: (4aR,4bR,10R,10aS)-2,10-dimethoxy-3,4b,8,8-tetramethyl-4a,5,6,7,10,10a-hexahydrophenanthrene-1,4-dione
• CAS: 143739-40-6
• 化学式: C₂₀H₂₈O₄
• 分子量: 332.44
• InChiKey: BZFOINPJSFJLSM-AUKZQPGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲氧基-3-甲基-[1,4]苯并喹啉酮 、 2-<(E)-(β-methoxyvinyl)>-1,3,3-trimethylcyclohexene 在 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 144.0h， 生成 (4aS,4bS,10S,10aR)-3,10-Dimethoxy-2,4b,8,8-tetramethyl-4a,4b,5,6,7,8,10,10a-octahydro-phenanthrene-1,4-dione 、 (4aR,4bR,10R,10aS)-2,10-Dimethoxy-3,4b,8,8-tetramethyl-4a,4b,5,6,7,8,10,10a-octahydro-phenanthrene-1,4-dione
  参考文献：
  名称：

  Further Studies on Quinone Diels-Alder Reactions with 1,3,3-Trimethyl-2-vinylcyclohexenes: Regioselective Synthesis of 12-Methyl-podocarpane Diterpenes and Isolation of a Hetero Diels-Alder Product from 1,4-Benzoquinone

  摘要：

  Diels-Alder reactions of 2-[(E)-beta-alkoxyvinyl]-1,3,3-trimethylcyclohexenes with 2-methoxy-3-methyl-1,4-benzoquinone regioselectively produce adducts possessing the 12-methyl-podocarpane ring skeleton. In addition, in the reaction with 1,4-benzoquinone an unusual hetero Diels-Alder product involving the C=O group of the quinone is found in low yield.

  DOI：

  10.1080/00397919208021337

文献信息

• Further Studies on Quinone Diels-Alder Reactions with 1,3,3-Trimethyl-2-vinylcyclohexenes: Regioselective Synthesis of 12-Methyl-podocarpane Diterpenes and Isolation of a Hetero Diels-Alder Product from 1,4-Benzoquinone
  作者：Thomas A. Engler、UmaShanker Sampath、David Vander Velde、Fusao Takusagawa

  DOI：10.1080/00397919208021337

  日期：1992.7

  Diels-Alder reactions of 2-[(E)-beta-alkoxyvinyl]-1,3,3-trimethylcyclohexenes with 2-methoxy-3-methyl-1,4-benzoquinone regioselectively produce adducts possessing the 12-methyl-podocarpane ring skeleton. In addition, in the reaction with 1,4-benzoquinone an unusual hetero Diels-Alder product involving the C=O group of the quinone is found in low yield.