3-(2,6-Dibromo-phenoxy)-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester | 380860-65-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2,6-Dibromo-phenoxy)-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester
• 英文别名: ethyl 3-(2,6-dibromophenoxy)-3,6-dihydro-2H-pyridine-1-carboxylate
• CAS: 380860-65-1
• 化学式: C₁₄H₁₅Br₂NO₃
• 分子量: 405.086
• InChiKey: QXGDXDVTWOMQQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2,6-Dibromo-phenoxy)-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester 在 氢氧化钾 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 乙醇 、 苯 为溶剂， 生成 (4aS,9aR)-8-Bromo-1,2,3,4,4a,9a-hexahydro-benzo[4,5]furo[2,3-c]pyridine; hydrochloride
  参考文献：
  名称：

  Synthesis of constrained arylpiperidines using intramolecular Heck or radical reactions

  摘要：

  Two intramolecular routes were experimented to reach the hexahydrobenzofuro[2,3-c]pyridine platform: a Heck and a radical reaction. The radical route was applicable to all substrates, whereas the Heck route was of limited use. The key adducts were obtained via a Mitsunobu condensation between halogenated phenols and an allylic alcohol, the 3-hydroxy-tetrahydropyridine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01191-1
• 作为产物：
  描述：

  2,6-二溴苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 生成 3-(2,6-Dibromo-phenoxy)-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of constrained arylpiperidines using intramolecular Heck or radical reactions

  摘要：

  Two intramolecular routes were experimented to reach the hexahydrobenzofuro[2,3-c]pyridine platform: a Heck and a radical reaction. The radical route was applicable to all substrates, whereas the Heck route was of limited use. The key adducts were obtained via a Mitsunobu condensation between halogenated phenols and an allylic alcohol, the 3-hydroxy-tetrahydropyridine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01191-1

文献信息

• Synthesis of constrained arylpiperidines using intramolecular Heck or radical reactions
  作者：Christophe Morice、Mathias Domostoj、Karin Briner、André Mann、Jean Suffert、Camille-Georges Wermuth

  DOI：10.1016/s0040-4039(01)01191-1

  日期：2001.9

  Two intramolecular routes were experimented to reach the hexahydrobenzofuro[2,3-c]pyridine platform: a Heck and a radical reaction. The radical route was applicable to all substrates, whereas the Heck route was of limited use. The key adducts were obtained via a Mitsunobu condensation between halogenated phenols and an allylic alcohol, the 3-hydroxy-tetrahydropyridine. (C) 2001 Elsevier Science Ltd. All rights reserved.