(+)-(S)-2,2-dichlorocyclopropanemethanol | 316377-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-(S)-2,2-dichlorocyclopropanemethanol
• 英文别名: (S)-(2,2-Dichlorocyclopropyl)methanol；[(1S)-2,2-dichlorocyclopropyl]methanol
• CAS: 316377-54-5
• 化学式: C₄H₆Cl₂O
• 分子量: 140.997
• InChiKey: KRHRPJKHUHTSDK-VKHMYHEASA-N

物化性质

• 沸点：
  207.7±10.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+)-(S)-2,2-dichlorocyclopropanemethanol 在 lithium aluminium tetrahydride 作用下， 生成 trans-(2-Chlorocyclopropyl)carbinol
  参考文献：
  名称：

  Synthetic Studies on the trans-Chlorocyclopropane Dienyne Side Chain of Callipeltoside A

  摘要：

  [GRAPHICS]Enantiomerically enriched trans-chlorocyclopropanemethanol was obtained by lipase kinetic resolution of dichlorocyclopropanemethanol 3, followed by reduction. The sp-sp(2) bond of the trans-chlorocyclopropane dienyne side chain of callipeltoside A was constructed via a Stifle coupling reaction of 1,1-dibromo-1-alkene 7 and a vinylstannane in a highly dipolar solvent capable of promoting HBr elimination to give internal alkynes.

  DOI：

  10.1021/ol006696i
• 作为产物：
  描述：

  丙酸乙烯酯 、 (2,2-二氯环丙基)甲醇 在 Novozym-435 作用下， 生成 trans-(2-Chlorocyclopropyl)carbinol 、 (+)-(S)-2,2-dichlorocyclopropanemethanol 、
  参考文献：
  名称：

  Synthetic Studies on the trans-Chlorocyclopropane Dienyne Side Chain of Callipeltoside A

  摘要：

  [GRAPHICS]Enantiomerically enriched trans-chlorocyclopropanemethanol was obtained by lipase kinetic resolution of dichlorocyclopropanemethanol 3, followed by reduction. The sp-sp(2) bond of the trans-chlorocyclopropane dienyne side chain of callipeltoside A was constructed via a Stifle coupling reaction of 1,1-dibromo-1-alkene 7 and a vinylstannane in a highly dipolar solvent capable of promoting HBr elimination to give internal alkynes.

  DOI：

  10.1021/ol006696i

文献信息

• Synthetic Studies on the <i>trans</i>-Chlorocyclopropane Dienyne Side Chain of Callipeltoside A
  作者：Horacio F. Olivo、Francisco Velázquez、Henrique C. Trevisan

  DOI：10.1021/ol006696i

  日期：2000.12.1

  [GRAPHICS]Enantiomerically enriched trans-chlorocyclopropanemethanol was obtained by lipase kinetic resolution of dichlorocyclopropanemethanol 3, followed by reduction. The sp-sp(2) bond of the trans-chlorocyclopropane dienyne side chain of callipeltoside A was constructed via a Stifle coupling reaction of 1,1-dibromo-1-alkene 7 and a vinylstannane in a highly dipolar solvent capable of promoting HBr elimination to give internal alkynes.