5-(tert-butyl-diphenyl-silanyloxy)-1,1-dideuterio-pent-2-yn-1-ol | 668988-55-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 5-(tert-butyl-diphenyl-silanyloxy)-1,1-dideuterio-pent-2-yn-1-ol
• CAS: 668988-55-4
• 化学式: C₂₁H₂₆O₂Si
• 分子量: 340.506
• InChiKey: KUZMWFQZWRRIIL-FBCWWBABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-(tert-butyl-diphenyl-silanyloxy)-1,1-dideuterio-pent-2-yn-1-ol 在 吡啶 、 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以69%的产率得到(5-bromo-5,5-dideuterio-pent-3-ynyloxy)-tert-butyl-diphenyl-silane
  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：

  甲醛-d2 、 (3-丁炔-1-基氧基)(2-甲基-2-丙基)二苯基硅烷 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以91%的产率得到5-(tert-butyl-diphenyl-silanyloxy)-1,1-dideuterio-pent-2-yn-1-ol
  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