methyl (R)-2-(5-(acetoxymethyl)pyrrolidin-2-ylidene)acetate | 1440531-78-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: methyl (R)-2-(5-(acetoxymethyl)pyrrolidin-2-ylidene)acetate
• CAS: 1440531-78-1
• 化学式: C₁₀H₁₅NO₄
• 分子量: 213.233
• InChiKey: PDGHGDUHAXMAQZ-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.36
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-乙氧基亚甲基-2-苯基恶唑啉-5-酮 、 methyl (R)-2-(5-(acetoxymethyl)pyrrolidin-2-ylidene)acetate 在 bismuth (III) nitrate pentahydrate 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以99%的产率得到
  参考文献：
  名称：

  Synthesis of multi-functionalized 1-azabicycles through MAOS acid catalyzed formal aza-[3+3] cycloaddition of heterocyclic enaminones with oxazolones

  摘要：

  This study describes the combination of microwave heating and green acid catalysis by Bi(NO3)(3)center dot 5H(2)O and AcOH as a practical one-pot diastereoselective synthetic route to alkaloid-like multi-functionalized 3,4-disubstituted indolizidinones and quinolizidinones from cyclic enaminones and Erlenmeyer-Plochl azalactone derivatives, as an alternative methodology to access these synthetically and biologically important classes of structural scaffolds in a simple way. The potential biological activity of some synthesized alkaloid-like derivatives was tested against the human tumor lineage hepatoma (HepG-2), and their inhibitory effect evaluated after 24 and 48 h. The indolizidine-like scaffold appears to be crucial to biological activity in the investigated compounds. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.055