(2S,3S,4S)-2,3-dimethyl-5-[(R)-(4-methylphenyl)sulfinyl]-1-phenylmethoxypentane-2,4-diol | 1262416-70-5

• 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: (2S,3S,4S)-2,3-dimethyl-5-[(R)-(4-methylphenyl)sulfinyl]-1-phenylmethoxypentane-2,4-diol
• CAS: 1262416-70-5
• 化学式: C₂₁H₂₈O₄S
• 分子量: 376.517
• InChiKey: YGBDUESMHGYPMF-FVUXPIOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  86
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S)-2,3-dimethyl-5-[(R)-(4-methylphenyl)sulfinyl]-1-phenylmethoxypentane-2,4-diol 、 2,2-二甲氧基丙烷 在 CSA 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以93%的产率得到(4S,5S,6S)-4-((benzyloxy)methyl)-2,2,4,5-tetramethyl-6-(((R)-p-tolylsulfinyl)methyl)-1,3-dioxane
  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：

  苄氧基丙酮 在 水 、 diethylzinc 、 mercury(II) trifluoroacetate 、 mercury(II) oxide 、 zinc(II) chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 二氯甲烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 43.92h， 生成 (2S,3S,4S)-2,3-dimethyl-5-[(R)-(4-methylphenyl)sulfinyl]-1-phenylmethoxypentane-2,4-diol
  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.