(+)-(R,R)-2,8-Dioxo-5-(1,3-dioxolanyl)-1,9-bis(p-tolylsulfinyl)nonane | 167101-77-1

• 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: (+)-(R,R)-2,8-Dioxo-5-(1,3-dioxolanyl)-1,9-bis(p-tolylsulfinyl)nonane
• 英文别名: 1-[(R)-(4-methylphenyl)sulfinyl]-4-[2-[4-[(R)-(4-methylphenyl)sulfinyl]-3-oxobutyl]-1,3-dioxolan-2-yl]butan-2-one
• CAS: 167101-77-1
• 化学式: C₂₅H₃₀O₆S₂
• 分子量: 490.642
• InChiKey: PVIKKJVXBQDASB-CZNDPXEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (+)-(R,R)-2,8-Dioxo-5-(1,3-dioxolanyl)-1,9-bis(p-tolylsulfinyl)nonane 在 二异丁基氢化铝 、 zinc dibromide 作用下， 生成 (+)-(2S,5S,7S,SR)-2,7-Bis(methyl-p-tolylsulfinyl)-1,6-dioxospiro<4.4>nonane
  参考文献：
  名称：

  Asymmetric Synthesis of (2R,5S,7R)-2,7-Dimethyl-1,6-dioxaspiro[4.4]nonane

  摘要：

  A short-enantioselective synthesis of (2R,5S,7R)-2,7-dimethyl-1,6-dioxaspiro[4,4]nonane is described via an enantioselective synthesis of(2S,8S,SR)-2,8-dihydroxy-5-(1,3-dioxolanyl)-1,9-(p-tolylsulfinyl)-nonane by stereoselective reduction of the corresponding diketo disulfoxide. The formation of the spiro carbon was stereocontrolled during a cyclization carried out under equilibrating conditions in the presence of ZnBr2.

  DOI：

  10.1021/jo00121a015
• 作为产物：
  描述：

  4-氧代庚二酸二乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 4-甲基苯磺酸吡啶 、 lithium diisopropyl amide 作用下， 以 苯 为溶剂， 反应 20.0h， 生成 (+)-(R,R)-2,8-Dioxo-5-(1,3-dioxolanyl)-1,9-bis(p-tolylsulfinyl)nonane
  参考文献：
  名称：

  Asymmetric Synthesis of (2R,5S,7R)-2,7-Dimethyl-1,6-dioxaspiro[4.4]nonane

  摘要：

  A short-enantioselective synthesis of (2R,5S,7R)-2,7-dimethyl-1,6-dioxaspiro[4,4]nonane is described via an enantioselective synthesis of(2S,8S,SR)-2,8-dihydroxy-5-(1,3-dioxolanyl)-1,9-(p-tolylsulfinyl)-nonane by stereoselective reduction of the corresponding diketo disulfoxide. The formation of the spiro carbon was stereocontrolled during a cyclization carried out under equilibrating conditions in the presence of ZnBr2.

  DOI：

  10.1021/jo00121a015

文献信息

• Asymmetric Synthesis of (2R,5S,7R)-2,7-Dimethyl-1,6-dioxaspiro[4.4]nonane
  作者：Guy Solladie、Nathalie Huser、Jean Fischer、A. Decian

  DOI：10.1021/jo00121a015

  日期：1995.8

  A short-enantioselective synthesis of (2R,5S,7R)-2,7-dimethyl-1,6-dioxaspiro[4,4]nonane is described via an enantioselective synthesis of(2S,8S,SR)-2,8-dihydroxy-5-(1,3-dioxolanyl)-1,9-(p-tolylsulfinyl)-nonane by stereoselective reduction of the corresponding diketo disulfoxide. The formation of the spiro carbon was stereocontrolled during a cyclization carried out under equilibrating conditions in the presence of ZnBr2.