(6R)-2,6-dimethylundeca-2,10-diene | 143519-45-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (6R)-2,6-dimethylundeca-2,10-diene
• 英文别名: (6R)-6,10-dimethylundeca-1,9-diene
• CAS: 143519-45-3
• 化学式: C₁₃H₂₄
• 分子量: 180.334
• InChiKey: AUSGHHKFYWVAJZ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (6R)-2,6-dimethylundeca-2,10-diene 在 咪唑 、 Pinene 、 dimethyl sulfide borane 、 乙醛 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.5h， 生成 (R)-(E)-2-[6,10-dimethyl-10-(triethylsilanyloxy)undec-1-enyl]-5,5-dimethyl[1,3,2]dioxaborolane
  参考文献：
  名称：

  Novel Synthetic Approach to 19-nor-1α,25-Dihydroxyvitamin D₃ and Its Derivatives by Suzuki−Miyaura Coupling in Solution and on Solid Support

  摘要：

  [GRAPHICS]19-nor-1 alpha ,25-Dihydroxyvitamin D-3 was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 3, which was efficiently prepared from readily available 5-(tert butyldimethylsilyl)oxycyclohex-2-enone (5), with the boronate compound of the C,D-ring portion. The method could be applied to a solid-phase synthesis to prepare the des-C,D derivatives of 19-nor-1 alpha ,25-dihydroxyvitamin D-3.

  DOI：

  10.1021/ol016908r
• 作为产物：
  描述：

  (S)-(-)-β-香茅醇 在 magnesium 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (6R)-2,6-dimethylundeca-2,10-diene
  参考文献：
  名称：

  Novel Synthetic Approach to 19-nor-1α,25-Dihydroxyvitamin D₃ and Its Derivatives by Suzuki−Miyaura Coupling in Solution and on Solid Support

  摘要：

  [GRAPHICS]19-nor-1 alpha ,25-Dihydroxyvitamin D-3 was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 3, which was efficiently prepared from readily available 5-(tert butyldimethylsilyl)oxycyclohex-2-enone (5), with the boronate compound of the C,D-ring portion. The method could be applied to a solid-phase synthesis to prepare the des-C,D derivatives of 19-nor-1 alpha ,25-dihydroxyvitamin D-3.

  DOI：

  10.1021/ol016908r

文献信息

• Insect pheromones and their analogues
  作者：V. N. Odinokov、G. Yu. Ishmuratov、R. Ya. Kharisov、M. P. Yakovleva、R. M. Sultanov、É. P. Serebryakov、U. M. Dzhemilev、G. A. Tolstikov

  DOI：10.1007/bf00636582

  日期：1991.7
• ODINOKOV, V. N.;ISHMURATOV, G. YU.;XARISOV, R. YA.;YAKOVLEVA, M. P.;SULTA+, PRIMENENIE METALLOKOMPLEKS. KATAL. V ORGAN. SINTEZE: BCEC. KONF., UFA, 19+
  作者：ODINOKOV, V. N.、ISHMURATOV, G. YU.、XARISOV, R. YA.、YAKOVLEVA, M. P.、SULTA+

  DOI：——

  日期：——
• Novel Synthetic Approach to 19-<i>nor</i>-1α,25-Dihydroxyvitamin D₃ and Its Derivatives by Suzuki−Miyaura Coupling in Solution and on Solid Support
  作者：Takeshi Hanazawa、Takeshi Wada、Tomoko Masuda、Sentaro Okamoto、Fumie Sato

  DOI：10.1021/ol016908r

  日期：2001.11.1

  [GRAPHICS]19-nor-1 alpha ,25-Dihydroxyvitamin D-3 was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 3, which was efficiently prepared from readily available 5-(tert butyldimethylsilyl)oxycyclohex-2-enone (5), with the boronate compound of the C,D-ring portion. The method could be applied to a solid-phase synthesis to prepare the des-C,D derivatives of 19-nor-1 alpha ,25-dihydroxyvitamin D-3.