(3aR,6R,6aR)-6-({[(tert-butyl)dimethylsilyl]oxy}methyl)-2,2,5-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyrrol-4-one | 1067243-66-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,6R,6aR)-6-({[(tert-butyl)dimethylsilyl]oxy}methyl)-2,2,5-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyrrol-4-one
• CAS: 1067243-66-6
• 化学式: C₁₅H₂₉NO₄Si
• 分子量: 315.485
• InChiKey: OKFKRXGCKLXTEB-IJLUTSLNSA-N

物化性质

• 沸点：
  393.1±42.0 °C(Predicted)
• 密度：
  1.007±0.06 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  (3aR,6R,6aR)-6-({[(tert-butyl)dimethylsilyl]oxy}methyl)-2,2,5-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyrrol-4-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以99%的产率得到
  参考文献：
  名称：

  Functionalized pyrrolidine inhibitors of human type II α-mannosidases as anti-cancer agents: Optimizing the fit to the active site

  摘要：

  Refining the chemical structure of functionalized pyrrolidine-based inhibitors of Golgi alpha-mannosidase II (GMII) to optimize binding affinity provided a lead molecule that demonstrated nanomolar competitive inhibition of alpha-mannosidases II and an optimal fit in the active site of Drosophila GMII by X-ray crystallography. Esters of this lead compound also inhibited the growth of human glioblastoma and brain-derived endothelial cells more than the growth of non-tumoral human fibroblasts, suggesting their potential for anti-cancer therapy.

  DOI：

  10.1016/j.bmc.2008.06.021
• 作为产物：
  描述：

  、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以59%的产率得到(3aR,6R,6aR)-6-({[(tert-butyl)dimethylsilyl]oxy}methyl)-2,2,5-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyrrol-4-one
  参考文献：
  名称：

  Functionalized pyrrolidine inhibitors of human type II α-mannosidases as anti-cancer agents: Optimizing the fit to the active site

  摘要：

  Refining the chemical structure of functionalized pyrrolidine-based inhibitors of Golgi alpha-mannosidase II (GMII) to optimize binding affinity provided a lead molecule that demonstrated nanomolar competitive inhibition of alpha-mannosidases II and an optimal fit in the active site of Drosophila GMII by X-ray crystallography. Esters of this lead compound also inhibited the growth of human glioblastoma and brain-derived endothelial cells more than the growth of non-tumoral human fibroblasts, suggesting their potential for anti-cancer therapy.

  DOI：

  10.1016/j.bmc.2008.06.021