(Z,2S)-1-[(S)-(4-methylphenyl)sulfinyl]dec-3-en-2-ol | 1262416-28-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z,2S)-1-[(S)-(4-methylphenyl)sulfinyl]dec-3-en-2-ol
• CAS: 1262416-28-3
• 化学式: C₁₇H₂₆O₂S
• 分子量: 294.458
• InChiKey: GMGBVCPFJCRVPH-WRAUFUANSA-N

物化性质

• 沸点：
  457.2±45.0 °C(predicted)
• 密度：
  1.08±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z,2S)-1-[(S)-(4-methylphenyl)sulfinyl]dec-3-en-2-ol 在 diethylzinc 、 三氟乙酸酐 、 sodium iodide 作用下， 以 乙二醇二甲醚 、 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 反应 3.92h， 生成 (S)-1-((1R,2S)-2-hexylcyclopropyl)-2-(p-tolylthio)ethan-1-ol
  参考文献：
  名称：

  Mercury(II)-Mediated Cleavage of Cyclopropylcarbinols by an Intramolecular Sulfinyl Group as a Stereo- and Regioselective Route to Stereotriads and Stereotetrads

  摘要：

  Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis- and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio- and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.

  DOI：

  10.1021/jo1019909
• 作为产物：
  描述：

  non-2-ynal 在 sodium tetrahydroborate 、 氢气 、 nickel(II) acetate tetrahydrate 、 乙二胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 1.0h， 生成 (Z,2S)-1-[(S)-(4-methylphenyl)sulfinyl]dec-3-en-2-ol
  参考文献：
  名称：

  Mercury(II)-Mediated Cleavage of Cyclopropylcarbinols by an Intramolecular Sulfinyl Group as a Stereo- and Regioselective Route to Stereotriads and Stereotetrads

  摘要：

  Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis- and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio- and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.

  DOI：

  10.1021/jo1019909

文献信息

• Mercury(II)-Mediated Cleavage of Cyclopropylcarbinols by an Intramolecular Sulfinyl Group as a Stereo- and Regioselective Route to Stereotriads and Stereotetrads
  作者：Sadagopan Raghavan、Vaddela Sudheer Babu、B. Sridhar

  DOI：10.1021/jo1019909

  日期：2011.1.21

  Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis- and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio- and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.