tert-butyl-[(2Z)-2-[(2R,3S,4S)-4-(methoxymethoxy)-2-[3-(methoxymethoxy)propyl]-3,4-dimethyl-3-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]cyclohexylidene]propoxy]-dimethylsilane | 1021491-97-3

• 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: tert-butyl-[(2Z)-2-[(2R,3S,4S)-4-(methoxymethoxy)-2-[3-(methoxymethoxy)propyl]-3,4-dimethyl-3-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]cyclohexylidene]propoxy]-dimethylsilane
• CAS: 1021491-97-3
• 化学式: C₄₀H₇₄O₅Si
• 分子量: 663.11
• InChiKey: REGBHSLGQRHZQR-FPGYJYOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.72
• 重原子数：
  46
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(2Z)-2-[(2R,3S,4S)-4-(methoxymethoxy)-2-[3-(methoxymethoxy)propyl]-3,4-dimethyl-3-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]cyclohexylidene]propoxy]-dimethylsilane 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 以60%的产率得到
  参考文献：
  名称：

  Enantioselective Synthesis of Iridal, the Parent Molecule of the Iridal Triterpenoid Class

  摘要：

  The monocyclic triterpene iridal 1 (parent molecule) is synthesized by an approach that allows access for several representatives of the iridal family as well as diversely substituted analogues. The success of the proposed synthetic plan depends upon. the effortless stereoselective establishment of the trans C10/C11 dimethyl relationship in B-ring moiety 7 using a domino-based methodology and the higly efficient Miyaura - Suzuki type sp(3) - sp(2) segment coupling 7 and 8, respectively.

  DOI：

  10.1021/ol8005425
• 作为产物：
  描述：

  tert-butyl-[(2Z)-2-[(2R,3S,4S)-3-(2-iodoethyl)-4-(methoxymethoxy)-2-[3-(methoxymethoxy)propyl]-3,4-dimethylcyclohexylidene]propoxy]-dimethylsilane 、 (1E,5E)-1-iodo-2,6,10-trimethylundeca-1,5,9-triene 在 叔丁基锂 、 8-甲氧基-9-硼杂双环[3.3.1]壬烷 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 三苯胂 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 正戊烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以94%的产率得到tert-butyl-[(2Z)-2-[(2R,3S,4S)-4-(methoxymethoxy)-2-[3-(methoxymethoxy)propyl]-3,4-dimethyl-3-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]cyclohexylidene]propoxy]-dimethylsilane
  参考文献：
  名称：

  Enantioselective Synthesis of Iridal, the Parent Molecule of the Iridal Triterpenoid Class

  摘要：

  The monocyclic triterpene iridal 1 (parent molecule) is synthesized by an approach that allows access for several representatives of the iridal family as well as diversely substituted analogues. The success of the proposed synthetic plan depends upon. the effortless stereoselective establishment of the trans C10/C11 dimethyl relationship in B-ring moiety 7 using a domino-based methodology and the higly efficient Miyaura - Suzuki type sp(3) - sp(2) segment coupling 7 and 8, respectively.

  DOI：

  10.1021/ol8005425

文献信息

• Enantioselective Synthesis of Iridal, the Parent Molecule of the Iridal Triterpenoid Class
  作者：Andrei Corbu、Maurizio Aquino、T. V. Pratap、Pascal Retailleau、Siméon Arseniyadis

  DOI：10.1021/ol8005425

  日期：2008.5.1

  The monocyclic triterpene iridal 1 (parent molecule) is synthesized by an approach that allows access for several representatives of the iridal family as well as diversely substituted analogues. The success of the proposed synthetic plan depends upon. the effortless stereoselective establishment of the trans C10/C11 dimethyl relationship in B-ring moiety 7 using a domino-based methodology and the higly efficient Miyaura - Suzuki type sp(3) - sp(2) segment coupling 7 and 8, respectively.