[2-2H2]-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde | 668988-50-9

• 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: [2-2H2]-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde
• CAS: 668988-50-9
• 化学式: C₉H₂₀O₂Si
• 分子量: 190.326
• InChiKey: WGWCJTNWUFFGFH-NCYHJHSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [(3Z)-3-nonen-1-yl]triphenylphosphonium bromide 、 [2-2H2]-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以86%的产率得到tert-butyl-dimethyl-([2-2H2]-dodeca-3,6-dienyloxy)-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：

  3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester 在 氘代甲醇-d 、 sodium methylate 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 7.5h， 生成 [2-2H2]-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde
  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