1-Trimethylsilyloct-1-en-3-ol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Trimethylsilyloct-1-en-3-ol
• 英文别名: 1-trimethylsilyloct-1-en-3-ol
• 化学式: C₁₁H₂₄OSi
• 分子量: 200.396
• InChiKey: UIYNJHZMMWSTOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Trimethylsilyloct-1-en-3-ol 在 间氯过氧苯甲酸 作用下， 生成
  参考文献：
  名称：

  A New Method of Deuterium Incorporation to TMS-Epoxyalcohol Using Sodium Methylsulfinylmethylide-d5 (NaDMSO-d5)

  摘要：

  A reaction of 1-TMS-1,2-epoxyoctan-3-ol with NaDMSO-d(5) (Na+ CD3S(O)CD2-), prepared in situ from DMSO-d(6) and NaH, afforded non-1-ene-1,1-d(2)-3,4-diol. Both the anti and syn isomers showed similar reactivity and the stereochemistry was preserved. alpha-Ethoxyethyl ether of the epoxy alcohol was converted to the corresponding mono-ethoxyethyl ether of the 1-ene-3,4-diol. Hydroboration and hydrogenation of the corresponding TBS ethers afforded compounds with the "CH2CD2OH" and "CH2CD2H" groups, respectively.

  DOI：

  10.3987/com-18-s(t)32

文献信息

• A New Method of Deuterium Incorporation to TMS-Epoxyalcohol Using Sodium Methylsulfinylmethylide-d5 (NaDMSO-d5)
  作者：Yuichi Kobayashi、Yutaro Nanba、Shuhei Tanabe

  DOI：10.3987/com-18-s(t)32

  日期：——

  A reaction of 1-TMS-1,2-epoxyoctan-3-ol with NaDMSO-d(5) (Na+ CD3S(O)CD2-), prepared in situ from DMSO-d(6) and NaH, afforded non-1-ene-1,1-d(2)-3,4-diol. Both the anti and syn isomers showed similar reactivity and the stereochemistry was preserved. alpha-Ethoxyethyl ether of the epoxy alcohol was converted to the corresponding mono-ethoxyethyl ether of the 1-ene-3,4-diol. Hydroboration and hydrogenation of the corresponding TBS ethers afforded compounds with the "CH2CD2OH" and "CH2CD2H" groups, respectively.