methyl (S,E)-4-(tert-butyldiphenylsilyloxy)-2-methylpent-2-enoate | 1040132-13-5

• 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: methyl (S,E)-4-(tert-butyldiphenylsilyloxy)-2-methylpent-2-enoate
• CAS: 1040132-13-5
• 化学式: C₂₃H₃₀O₃Si
• 分子量: 382.575
• InChiKey: KJDLQZWQKOCZHW-QZZNQRLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl (S,E)-4-(tert-butyldiphenylsilyloxy)-2-methylpent-2-enoate 在 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 以94%的产率得到methyl (S,E)-4-(tert-butyldiphenylsilyloxy)-2-methylpent-2-en-1-ol
  参考文献：
  名称：

  Asymmetric Hydrogenation Approaches to Valuable, Acyclic 1,3-Hydroxymethyl Chirons

  摘要：

  An iridium carbene oxazoline complex was used to catalyze hydrogenations of trisubstituted alkenes to give terminal and internal 1,3-hydroxymethyl chirons. The products are accessible in all possible stereoisomeric forms. These hydrogenation do not require strongly coordinating functionalities on the substrate, and in some key cases, catalyst-rather than substrate-controlled stereoselectives are observed. It is hypothesized that these reactions would not be feasible using iridium or rhodium diphosphind complexes.

  DOI：

  10.1021/ja802909b
• 作为产物：
  描述：

  (S)-2-(叔丁基二苯基硅氧基)丙醛 、 2-(三苯基膦亚基)丙酸甲酯 以 二氯甲烷 为溶剂， 反应 16.0h， 以7.24 g的产率得到methyl (S,E)-4-(tert-butyldiphenylsilyloxy)-2-methylpent-2-enoate
  参考文献：
  名称：

  Asymmetric Hydrogenation Approaches to Valuable, Acyclic 1,3-Hydroxymethyl Chirons

  摘要：

  An iridium carbene oxazoline complex was used to catalyze hydrogenations of trisubstituted alkenes to give terminal and internal 1,3-hydroxymethyl chirons. The products are accessible in all possible stereoisomeric forms. These hydrogenation do not require strongly coordinating functionalities on the substrate, and in some key cases, catalyst-rather than substrate-controlled stereoselectives are observed. It is hypothesized that these reactions would not be feasible using iridium or rhodium diphosphind complexes.

  DOI：

  10.1021/ja802909b