(E)-1-((3aR,6aR)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl)-7-methylocta-5,7-dien-1-ol | 1341192-33-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-1-((3aR,6aR)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl)-7-methylocta-5,7-dien-1-ol
• 英文别名: (5E)-1-[(3aR,6aR)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl]-7-methylocta-5,7-dien-1-ol
• CAS: 1341192-33-3
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: QYQZDKSZYDHAKA-FUGZAUKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-((3aR,6aR)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl)-7-methylocta-5,7-dien-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 (5E)-1-[(3aR,6aR)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl]-7-methylocta-5,7-dien-1-one
  参考文献：
  名称：

  Influence of Diene Substituent Position on the Stereochemical Outcome in IMDA Reaction of Decatrienones. An Asymmetric Synthesis of C₁₀-epi-Dihydro-epi-deoxy Arteannuin B

  摘要：

  An asymmetric synthesis of C-10-epi-dihydro-epi-deoxy arteannuin B Is reported employing an IMDA reaction of sugar embedded decatrienone. During this Investigation It has been demonstrated that changing the position of the methyl group on the diene moiety changes the stereochemical outcome leading to access to either cis- or trans-decalin derivatives exclusively.

  DOI：

  10.1021/ol202562w
• 作为产物：
  描述：

  (3aR)-2,2-dimethyl-(3ar,6ac)-3a,6a-dihydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 在 甲醇 、 4-二甲氨基吡啶 、 正丁基锂 、 四丁基氟化铵 、 potassium carbonate 、 戴斯-马丁氧化剂 、 magnesium 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 (Z)-1-((3aR,6aR)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl)-7-methylocta-5,7-dien-1-ol 、 (E)-1-((3aR,6aR)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl)-7-methylocta-5,7-dien-1-ol
  参考文献：
  名称：

  Influence of Diene Substituent Position on the Stereochemical Outcome in IMDA Reaction of Decatrienones. An Asymmetric Synthesis of C₁₀-epi-Dihydro-epi-deoxy Arteannuin B

  摘要：

  An asymmetric synthesis of C-10-epi-dihydro-epi-deoxy arteannuin B Is reported employing an IMDA reaction of sugar embedded decatrienone. During this Investigation It has been demonstrated that changing the position of the methyl group on the diene moiety changes the stereochemical outcome leading to access to either cis- or trans-decalin derivatives exclusively.

  DOI：

  10.1021/ol202562w

文献信息

• Influence of Diene Substituent Position on the Stereochemical Outcome in IMDA Reaction of Decatrienones. An Asymmetric Synthesis of C₁₀-<i>epi</i>-Dihydro-<i>epi</i>-deoxy Arteannuin B
  作者：Sujit Mondal、Ram Naresh Yadav、Subrata Ghosh

  DOI：10.1021/ol202562w

  日期：2011.11.18

  An asymmetric synthesis of C-10-epi-dihydro-epi-deoxy arteannuin B Is reported employing an IMDA reaction of sugar embedded decatrienone. During this Investigation It has been demonstrated that changing the position of the methyl group on the diene moiety changes the stereochemical outcome leading to access to either cis- or trans-decalin derivatives exclusively.