(1R,2R)-1,2-bis(phenylsulfinyl)cyclohexane | 636580-17-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (1R,2R)-1,2-bis(phenylsulfinyl)cyclohexane
• 英文别名: [(1R,2R)-2-phenylsulfanylcyclohexyl]sulfanylbenzene
• CAS: 636580-17-1
• 化学式: C₁₈H₂₀S₂
• 分子量: 300.489
• InChiKey: HUUJXLSDFWKQKF-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1R,2R,S[S],S[S])-1,2-bis(phenylsulfinyl)cyclohexane 在 四氯化钛 、 sodium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 20.0h， 以91%的产率得到(1R,2R)-1,2-bis(phenylsulfinyl)cyclohexane
  参考文献：
  名称：

  An Effective Deracemization of trans-1,2-Bis (phenylsulfenyl)cyclohexane

  摘要：

  A chiral S,S-donating C2-symmetric ligand containing two stereogenic centers was prepared from rac-trans-1,2-cyclohexanediol. An effective deracemization of trans-1,2-bis(phenylsulfenyl)cyclohexane was achieved by the catalyzed enantioselective sulfoxidation, followed by the chromatographic separation of diastereomeric mono- and bis-sulfoxides. Subsequent recrystallization of enantiomerically enriched bissulfoxide and its final deoxygenation gave optically pure (1R,2R)-bis(phenylsulfenyl)cyclohexane.

  DOI：

  10.1080/10426500902856420

文献信息

• BENATI, L.;MONTEVECCHI, P. C.;SPAGNOLO, P., TETRAHEDRON, 1986, 42, N 4, 1145-1155
  作者：BENATI, L.、MONTEVECCHI, P. C.、SPAGNOLO, P.

  DOI：——

  日期：——
• An Effective Deracemization of <i>trans</i>-1,2-Bis (phenylsulfenyl)cyclohexane
  作者：Elżbieta Wojaczyńska、Jacek Skarżewski

  DOI：10.1080/10426500902856420

  日期：2009.5.14

  A chiral S,S-donating C2-symmetric ligand containing two stereogenic centers was prepared from rac-trans-1,2-cyclohexanediol. An effective deracemization of trans-1,2-bis(phenylsulfenyl)cyclohexane was achieved by the catalyzed enantioselective sulfoxidation, followed by the chromatographic separation of diastereomeric mono- and bis-sulfoxides. Subsequent recrystallization of enantiomerically enriched bissulfoxide and its final deoxygenation gave optically pure (1R,2R)-bis(phenylsulfenyl)cyclohexane.