methyl (R,E)-4,5-bis(tert-butyldiphenylsilyloxy)-2-methylpent-2-enoate | 1040132-09-9

• 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 (R,E)-4,5-bis(tert-butyldiphenylsilyloxy)-2-methylpent-2-enoate
• CAS: 1040132-09-9
• 化学式: C₃₉H₄₈O₄Si₂
• 分子量: 636.979
• InChiKey: YGQBQIASPVYAJB-LPIKOVPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.63
• 重原子数：
  45.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl (R,E)-4,5-bis(tert-butyldiphenylsilyloxy)-2-methylpent-2-enoate 在 吡啶 、 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以92%的产率得到methyl (R,E)-4-(tert-butyldiphenylsilyloxy)-5-hydroxy-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
• 作为产物：
  描述：

  methyl (R,E)-5-(tert-butyldiphenylsilyloxy)-4-hydroxy-2-methylpent-2-enoate 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以95%的产率得到methyl (R,E)-4,5-bis(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