acetic acid 2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl ester | 1023326-79-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetic acid 2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl ester
• 英文别名: [(3aR,6aS)-2,2-dimethyl-4-oxo-5-(trimethylsilylmethyl)-6,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-6-yl] acetate
• CAS: 1023326-79-5
• 化学式: C₁₃H₂₃NO₅Si
• 分子量: 301.415
• InChiKey: ZGEKYKAXLHMUNJ-WFCWDVHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.12
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  、 乙酸酐 在 吡啶 作用下， 反应 42.0h， 以3.2 g的产率得到acetic acid 2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl 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