(E)-methyl 3-(5'-bromo-4'-cyanopyridin-3'-yl)acrylate | 1114333-04-8

• 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: (E)-methyl 3-(5'-bromo-4'-cyanopyridin-3'-yl)acrylate
• 英文别名: methyl (E)-3-(5-bromo-4-cyanopyridin-3-yl)prop-2-enoate
• CAS: 1114333-04-8
• 化学式: C₁₀H₇BrN₂O₂
• 分子量: 267.082
• InChiKey: VGMLDMLOAFMZGW-NSCUHMNNSA-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：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-(5'-bromo-4'-cyanopyridin-3'-yl)acrylate 在 10% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 生成 methyl 3-(4-cyanopyridin-3-yl)propanoate
  参考文献：
  名称：

  Efficient total syntheses of louisianins C and D

  摘要：

  An efficient synthetic route for the preparation of louisianins C and D was developed starting with the commercially available 4-cyanopyridine. Louisianins C and D were synthesized in seven steps and with overall yields 22% and 20%, respectively, following a novel cyclization-decarboxylation sequence involving 4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one as the key intermediate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.075
• 作为产物：
  描述：

  3-bromo-4-cyano-5-iodopyridine 、 丙烯酸甲酯（MA） 在 四丁基溴化铵 、 palladium diacetate 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 29.0h， 以92%的产率得到(E)-methyl 3-(5'-bromo-4'-cyanopyridin-3'-yl)acrylate
  参考文献：
  名称：

  Efficient total syntheses of louisianins C and D

  摘要：

  An efficient synthetic route for the preparation of louisianins C and D was developed starting with the commercially available 4-cyanopyridine. Louisianins C and D were synthesized in seven steps and with overall yields 22% and 20%, respectively, following a novel cyclization-decarboxylation sequence involving 4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one as the key intermediate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.075

文献信息

• Efficient total syntheses of louisianins C and D
  作者：Ching-Yao Chang、Hui-Ming Liu、Ru-Ting Hsu

  DOI：10.1016/j.tet.2008.11.075

  日期：2009.1

  An efficient synthetic route for the preparation of louisianins C and D was developed starting with the commercially available 4-cyanopyridine. Louisianins C and D were synthesized in seven steps and with overall yields 22% and 20%, respectively, following a novel cyclization-decarboxylation sequence involving 4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one as the key intermediate. (C) 2008 Elsevier Ltd. All rights reserved.