(SS,1R,2S,5R)-(-)-1-(2-chlorophenylsulfinyloxy)-2-isopropyl-5-methylcyclohaxane | 243143-03-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (SS,1R,2S,5R)-(-)-1-(2-chlorophenylsulfinyloxy)-2-isopropyl-5-methylcyclohaxane
• CAS: 243143-03-5
• 化学式: C₁₆H₂₃ClO₂S
• 分子量: 314.876
• InChiKey: YCSDZVDBIGPLIU-UHTBIJDUSA-N

物化性质

• 沸点：
  417.6±47.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  乙烯基溴化镁 、 (SS,1R,2S,5R)-(-)-1-(2-chlorophenylsulfinyloxy)-2-isopropyl-5-methylcyclohaxane 以 四氢呋喃 、 乙醚 为溶剂， 以60%的产率得到(R)-(+)-2-chlorophenyl vinyl sulfoxide
  参考文献：
  名称：

  Preparation of optically active ortho-chloro- and ortho-bromophenyl sulfoxides

  摘要：

  The preparation of the diastereomerically pure menthyl (S)-2-chloro- and (S)-2-bromophenyl sulfinates by esterification of the corresponding sulfinic acids with ( 1 R,2S,5R)- (-)-menthol and recrystallization/epimerization is reported. The two sulfinates have been converted into enantiomerically pure aryl, vinyl and alkyl sulfoxides by reaction with organomagnesium reagents. These sulfoxides are useful chiral auxiliaries to control the stereochemical outcome of radical reactions. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0957-4166(99)00078-6
• 作为产物：
  描述：

  o-chlorophenylsulfinic acid 在 吡啶 、 氯化亚砜 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.0h， 生成 (SS,1R,2S,5R)-(-)-1-(2-chlorophenylsulfinyloxy)-2-isopropyl-5-methylcyclohaxane
  参考文献：
  名称：

  Preparation of optically active ortho-chloro- and ortho-bromophenyl sulfoxides

  摘要：

  The preparation of the diastereomerically pure menthyl (S)-2-chloro- and (S)-2-bromophenyl sulfinates by esterification of the corresponding sulfinic acids with ( 1 R,2S,5R)- (-)-menthol and recrystallization/epimerization is reported. The two sulfinates have been converted into enantiomerically pure aryl, vinyl and alkyl sulfoxides by reaction with organomagnesium reagents. These sulfoxides are useful chiral auxiliaries to control the stereochemical outcome of radical reactions. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0957-4166(99)00078-6

文献信息

• Hajipour, Abdolreza; Islami, Fereshteh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 4, p. 461 - 462
  作者：Hajipour, Abdolreza、Islami, Fereshteh

  DOI：——

  日期：——