(2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)acetic acid ethyl ester | 1023327-00-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)acetic acid ethyl ester
• CAS: 1023327-00-5
• 化学式: C₁₅H₂₇NO₅Si
• 分子量: 329.469
• InChiKey: BFVDFVFUDLISRZ-RAIGVLPGSA-N

物化性质

• 沸点：
  413.1±45.0 °C(predicted)
• 密度：
  1.057±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)acetic acid ethyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以96%的产率得到(2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)acetic acid
  参考文献：
  名称：

  Application of an intramolecular dipolar cycloaddition to an asymmetric synthesis of the fully oxygenated tricyclic core of the stemofoline alkaloids

  摘要：

  An intramolecular non-stabilized azomethine ylide dipolar cycloaddition was applied toward the first non-racemic synthesis of the fully oxygenated bridged pyrrolizidine core (45) of (+)-stemofoline (1) in 11 steps from a commercially available starting material. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.008
• 作为产物：
  描述：

  acetic acid 2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl ester 、 [(1-乙氧基乙烯基)氧基]三甲基硅烷 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 26.0h， 以72%的产率得到(2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)acetic acid ethyl ester
  参考文献：
  名称：

  Application of an intramolecular dipolar cycloaddition to an asymmetric synthesis of the fully oxygenated tricyclic core of the stemofoline alkaloids

  摘要：

  An intramolecular non-stabilized azomethine ylide dipolar cycloaddition was applied toward the first non-racemic synthesis of the fully oxygenated bridged pyrrolizidine core (45) of (+)-stemofoline (1) in 11 steps from a commercially available starting material. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.008