2-pyridin-2-yl-dec-4-ynoic acid ethyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-pyridin-2-yl-dec-4-ynoic acid ethyl ester
• 英文别名: Ethyl 2-pyridin-2-yldec-4-ynoate；ethyl 2-pyridin-2-yldec-4-ynoate
• 化学式: C₁₇H₂₃NO₂
• 分子量: 273.375
• InChiKey: RQWYBOVKLCNDCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-pyridin-2-yl-dec-4-ynoic acid ethyl ester 在 碘 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 以55%的产率得到3-hexanoyl-indolizine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization

  摘要：

  We have discovered a new route to 3-acylated indolizine structures via iodine-mediated hydrative cyclization. Reaction mechanism is proposed for this novel transformation, which involves a 5-exo-dig iodocyclization, deprotonation, incorporation of another iodo group, deprotonation, and subsequent replacement of the diiodo group by H2O. Various 3-acylated indolizine derivatives were obtained using this mild procedure in good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.101
• 作为产物：
  描述：

  2-吡啶乙酸乙酯 、 1-溴-2辛炔 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 2-pyridin-2-yl-dec-4-ynoic acid ethyl ester
  参考文献：
  名称：

  A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization

  摘要：

  We have discovered a new route to 3-acylated indolizine structures via iodine-mediated hydrative cyclization. Reaction mechanism is proposed for this novel transformation, which involves a 5-exo-dig iodocyclization, deprotonation, incorporation of another iodo group, deprotonation, and subsequent replacement of the diiodo group by H2O. Various 3-acylated indolizine derivatives were obtained using this mild procedure in good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.101

文献信息

• A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization
  作者：Ikyon Kim、Sun Gi Kim、Ji Young Kim、Ge Hyeong Lee

  DOI：10.1016/j.tetlet.2007.10.101

  日期：2007.12

  We have discovered a new route to 3-acylated indolizine structures via iodine-mediated hydrative cyclization. Reaction mechanism is proposed for this novel transformation, which involves a 5-exo-dig iodocyclization, deprotonation, incorporation of another iodo group, deprotonation, and subsequent replacement of the diiodo group by H2O. Various 3-acylated indolizine derivatives were obtained using this mild procedure in good yields. (c) 2007 Elsevier Ltd. All rights reserved.