cis-1-bromo-[4-13C]-non-3-ene | 668988-84-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: cis-1-bromo-[4-13C]-non-3-ene
• CAS: 668988-84-9
• 化学式: C₉H₁₇Br
• 分子量: 206.127
• InChiKey: NPXSWHRCOBPAAC-RFYNWSMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  10.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  三苯基膦 、 cis-1-bromo-[4-13C]-non-3-ene 以 乙腈 为溶剂， 反应 36.0h， 以100%的产率得到cis-[4-13C]-non-3-enyl-triphenyl-phosphonium bromide
  参考文献：
  名称：

  Synthesis of Site-Specifically Labeled Arachidonic Acids as Mechanistic Probes for Prostaglandin H Synthase

  摘要：

  Prostaglandin H synthase catalyzes the first committed step in the biosynthesis of prostaglandins and thromboxane. Herein we report the synthesis of four site-specifically labeled arachidonic acids for investigation of the radical intermediate formed during this enzymatic reaction. Two compounds were prepared using a common C9-C11 fragment, while another target was synthesized using a previously reported advanced intermediate. An alkyne coupling followed by hydrogenation and Wittig reaction was used to prepare the final labeled substrate.

  DOI：

  10.1021/ol0361711
• 作为产物：
  描述：

  hexan-1-ol-1-13C 在 吡啶 、 sodium tetrahydroborate 、 sodium hexamethyldisilazane 、 对甲苯磺酸 、 pyridinium chlorochromate 、 二溴三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 5.75h， 生成 cis-1-bromo-[4-13C]-non-3-ene
  参考文献：
  名称：

  Synthesis of Site-Specifically Labeled Arachidonic Acids as Mechanistic Probes for Prostaglandin H Synthase

  摘要：

  Prostaglandin H synthase catalyzes the first committed step in the biosynthesis of prostaglandins and thromboxane. Herein we report the synthesis of four site-specifically labeled arachidonic acids for investigation of the radical intermediate formed during this enzymatic reaction. Two compounds were prepared using a common C9-C11 fragment, while another target was synthesized using a previously reported advanced intermediate. An alkyne coupling followed by hydrogenation and Wittig reaction was used to prepare the final labeled substrate.

  DOI：

  10.1021/ol0361711