1-[(1R,2R)-2-methyl-2-(phenylmethoxymethyl)cyclopropyl]-2-[(S)-(4-methylphenyl)sulfinyl]ethanone | 1262416-48-7

• 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: 1-[(1R,2R)-2-methyl-2-(phenylmethoxymethyl)cyclopropyl]-2-[(S)-(4-methylphenyl)sulfinyl]ethanone
• CAS: 1262416-48-7
• 化学式: C₂₁H₂₄O₃S
• 分子量: 356.486
• InChiKey: GYCWARGXYQDTMW-OWHZGTRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[(1R,2R)-2-methyl-2-(phenylmethoxymethyl)cyclopropyl]-2-[(S)-(4-methylphenyl)sulfinyl]ethanone 在 二异丁基氢化铝 、 硫酸 作用下， 以 四氢呋喃 、 甲苯 、 水 、 乙酸乙酯 为溶剂， 反应 1.0h， 以88%的产率得到(1R)-1-[(1R,2R)-2-methyl-2-(phenylmethoxymethyl)cyclopropyl]-2-[(S)-(4-methylphenyl)sulfinyl]ethanol
  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 diethylzinc 、 戴斯-马丁氧化剂 、 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 、 甲苯 为溶剂， 反应 28.42h， 生成 1-[(1R,2R)-2-methyl-2-(phenylmethoxymethyl)cyclopropyl]-2-[(S)-(4-methylphenyl)sulfinyl]ethanone
  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.