(2,2-dimethyl-6-oxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)acetic acid | 1023326-81-9

• 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
• 英文别名: 2-[(3aR,6R,6aR)-2,2-dimethyl-4-oxo-5-(trimethylsilylmethyl)-6,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-6-yl]acetic acid
• CAS: 1023326-81-9
• 化学式: C₁₃H₂₃NO₅Si
• 分子量: 301.415
• InChiKey: URWWHWUFVRRBSA-FBIMIBRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.07
• 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：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

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 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以95%的产率得到(2,2-dimethyl-6-thioxo-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：

  (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

文献信息

• Application of an intramolecular dipolar cycloaddition to an asymmetric synthesis of the fully oxygenated tricyclic core of the stemofoline alkaloids
  作者：Ryan J. Carra、Matthew T. Epperson、David Y. Gin

  DOI：10.1016/j.tet.2008.02.008

  日期：2008.4

  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.