2-(2,2-dimethyl-6-thioxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)-N-methoxy-N-methyl acetamide | 1023326-82-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2,2-dimethyl-6-thioxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)-N-methoxy-N-methyl acetamide
• 英文别名: 2-[(3aR,6R,6aR)-2,2-dimethyl-4-sulfanylidene-5-(trimethylsilylmethyl)-6,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-6-yl]-N-methoxy-N-methylacetamide
• CAS: 1023326-82-0
• 化学式: C₁₅H₂₈N₂O₄SSi
• 分子量: 360.55
• InChiKey: JWENOIVIEZJUOW-RAIGVLPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  83.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,2-dimethyl-6-thioxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)-N-methoxy-N-methyl acetamide 、 溴丁酮 在 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 23.5h， 以81%的产率得到2-[2,2-dimethyl-6-(2-oxo-butylidene)-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-N-methoxy-N-methyl acetamide
  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-thioxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)acetic acid 、 二甲羟胺盐酸盐 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以62%的产率得到2-(2,2-dimethyl-6-thioxo-5-trimethylsilanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)-N-methoxy-N-methyl acetamide
  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.