(3S,5S,7S)-3,5,7-trimethyldec-1-ene | 1011263-43-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (3S,5S,7S)-3,5,7-trimethyldec-1-ene
• CAS: 1011263-43-6
• 化学式: C₁₃H₂₆
• 分子量: 182.349
• InChiKey: BGKLEECMSREOEU-FRRDWIJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  (3S,5S,7S)-3,5,7-trimethyldec-1-ene 、 2-(三苯基膦亚基)丙酸甲酯 在 二甲基硫 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以42%的产率得到(4S,6S,8S,E)-methyl 2,4,6,8-tetramethylundec-2-enoate
  参考文献：
  名称：

  A Highly Catalytic Asymmetric Conjugate Addition:  Synthesis of the C14−C20 Fragment of Antibiotic TMC-151A, Siphonarienal and Siphonarienone

  摘要：

  A highly selective and general method for the synthesis of enantiopure deoxypropionates via the iterative application of CuI-ToI-BINAP-catalyzed asymmetric conjugate addition is described. This method gives access to all possible stereoisomers since both syn- and anti-deoxypropionates were obtained in high diastereoselectivities. The usefulness of the method is further exemplified by the preparation of two marine organisms, siphonarienal and siphonarienone, from commercially available trans-2-hexenoate.

  DOI：

  10.1021/ol702715q
• 作为产物：
  描述：

  C₁₄H₂₇BrO₂ 在 二异丁基氢化铝 、 盐酸 、 氯化铵 、 溶剂黄146 、 锌 作用下， 以 正己烷 、 乙醚 、 水 、 四氢呋喃 为溶剂， 反应 16.0h， 以44%的产率得到(3S,5S,7S)-3,5,7-trimethyldec-1-ene
  参考文献：
  名称：

  A Highly Catalytic Asymmetric Conjugate Addition:  Synthesis of the C14−C20 Fragment of Antibiotic TMC-151A, Siphonarienal and Siphonarienone

  摘要：

  A highly selective and general method for the synthesis of enantiopure deoxypropionates via the iterative application of CuI-ToI-BINAP-catalyzed asymmetric conjugate addition is described. This method gives access to all possible stereoisomers since both syn- and anti-deoxypropionates were obtained in high diastereoselectivities. The usefulness of the method is further exemplified by the preparation of two marine organisms, siphonarienal and siphonarienone, from commercially available trans-2-hexenoate.

  DOI：

  10.1021/ol702715q

文献信息

• A Highly Catalytic Asymmetric Conjugate Addition:  Synthesis of the C14−C20 Fragment of Antibiotic TMC-151A, Siphonarienal and Siphonarienone
  作者：Tze-Keong Lum、Shun-Yi Wang、Teck-Peng Loh

  DOI：10.1021/ol702715q

  日期：2008.3.1

  A highly selective and general method for the synthesis of enantiopure deoxypropionates via the iterative application of CuI-ToI-BINAP-catalyzed asymmetric conjugate addition is described. This method gives access to all possible stereoisomers since both syn- and anti-deoxypropionates were obtained in high diastereoselectivities. The usefulness of the method is further exemplified by the preparation of two marine organisms, siphonarienal and siphonarienone, from commercially available trans-2-hexenoate.