ethyl 2,2-bis(propargyl)-2-nitroacetate | 1476079-60-3

• 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: ethyl 2,2-bis(propargyl)-2-nitroacetate
• 英文别名: Ethyl 2-nitro-2-prop-2-ynylpent-4-ynoate；ethyl 2-nitro-2-prop-2-ynylpent-4-ynoate
• CAS: 1476079-60-3
• 化学式: C₁₀H₁₁NO₄
• 分子量: 209.202
• InChiKey: DCBVSTMKAHWILV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2,2-bis(propargyl)-2-nitroacetate 、 2,3,4-三-O-乙酰基-β-D-吡喃木糖基叠氮化物 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 丙酮 为溶剂， 反应 24.0h， 以92%的产率得到
  参考文献：
  名称：

  Synthesis of divalent glycoamino acids with bis-triazole linkage

  摘要：

  Triazole-linked diversely functionalized divalent glycoconjugates were synthesized using Cu(I) catalyzed [3+2] cycloaddition reaction of the desired azides and alkynes. A series of per-O-acetylated glycopyranosyl azides and per-O-acetylated glucopyranosyl azidoacetamide were reacted with nitro- and cyano-functionalized dialkyne building blocks as precursors of alpha- and beta-amino acids, respectively. To introduce more conformational flexibility in the divalent molecules, peptoid-based triazole-linked divalent glycoconjugate was also synthesized. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.08.006
• 作为产物：
  描述：

  硝基乙酸乙酯 、 3-溴丙炔 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 以56%的产率得到ethyl 2,2-bis(propargyl)-2-nitroacetate
  参考文献：
  名称：

  Synthesis of divalent glycoamino acids with bis-triazole linkage

  摘要：

  Triazole-linked diversely functionalized divalent glycoconjugates were synthesized using Cu(I) catalyzed [3+2] cycloaddition reaction of the desired azides and alkynes. A series of per-O-acetylated glycopyranosyl azides and per-O-acetylated glucopyranosyl azidoacetamide were reacted with nitro- and cyano-functionalized dialkyne building blocks as precursors of alpha- and beta-amino acids, respectively. To introduce more conformational flexibility in the divalent molecules, peptoid-based triazole-linked divalent glycoconjugate was also synthesized. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.08.006