(E)-6-(3-pyridyl)-hex-5-en-1-ol | 172547-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (E)-6-(3-pyridyl)-hex-5-en-1-ol
• 英文别名: (E)-6-pyridin-3-ylhex-5-en-1-ol
• CAS: 172547-10-3
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: BBVMJBHNZSHUIE-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-6-(3-pyridyl)-hex-5-en-1-ol 在 chromium dichloride 、 (COCl₂)2 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 生成 3-[(1E,6E)-7-iodohepta-1,6-dienyl]pyridine
  参考文献：
  名称：

  Synthesis of haminol-A and haminol-B, polyenic alarm pheromones of Cephalaspidean molluscs

  摘要：

  Two stereocontrolled palladium-catalyzed cross-couplings of I-alkenyl boronic acids and aryl/alkenyl halides (the Suzuki-Miyaura reaction) are the key steps in an enantioselective approach to the polyene fragment of haminols A and B, alarm pheromones isolated from Haminoea navicula, a Cephalaspidean Opisthobranch mollusc. Chirality rested on the use of (S)-propylene oxide as the starting material. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00324-3
• 作为产物：
  描述：

  3-溴吡啶 、 5-hexyn-1-yl acetate 在 sodium hydroxide 、 四(三苯基膦)钯 、 儿萘酚硼烷 作用下， 生成 (E)-6-(3-pyridyl)-hex-5-en-1-ol
  参考文献：
  名称：

  Synthesis of haminol-A and haminol-B, polyenic alarm pheromones of Cephalaspidean molluscs

  摘要：

  Two stereocontrolled palladium-catalyzed cross-couplings of I-alkenyl boronic acids and aryl/alkenyl halides (the Suzuki-Miyaura reaction) are the key steps in an enantioselective approach to the polyene fragment of haminols A and B, alarm pheromones isolated from Haminoea navicula, a Cephalaspidean Opisthobranch mollusc. Chirality rested on the use of (S)-propylene oxide as the starting material. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00324-3

文献信息

• Synthesis of haminol-A and haminol-B, polyenic alarm pheromones of Cephalaspidean molluscs
  作者：Rosana Alvarez、Angel R. de Lera

  DOI：10.1016/s0957-4166(98)00324-3

  日期：1998.9

  Two stereocontrolled palladium-catalyzed cross-couplings of I-alkenyl boronic acids and aryl/alkenyl halides (the Suzuki-Miyaura reaction) are the key steps in an enantioselective approach to the polyene fragment of haminols A and B, alarm pheromones isolated from Haminoea navicula, a Cephalaspidean Opisthobranch mollusc. Chirality rested on the use of (S)-propylene oxide as the starting material. (C) 1998 Elsevier Science Ltd. All rights reserved.