2-[3-(Bis-ethoxycarbonyl-phenylsulfanyl-methyl)-cyclopentyl]-2-phenylsulfanyl-malonic acid diethyl ester | 196713-34-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[3-(Bis-ethoxycarbonyl-phenylsulfanyl-methyl)-cyclopentyl]-2-phenylsulfanyl-malonic acid diethyl ester
• 英文别名: Diethyl 2-[3-(1,3-diethoxy-1,3-dioxo-2-phenylsulfanylpropan-2-yl)cyclopentyl]-2-phenylsulfanylpropanedioate
• CAS: 196713-34-5
• 化学式: C₃₁H₃₈O₈S₂
• 分子量: 602.77
• InChiKey: APWZYRSJGBYMAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  41
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  156
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[3-(Bis-ethoxycarbonyl-phenylsulfanyl-methyl)-cyclopentyl]-2-phenylsulfanyl-malonic acid diethyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 生成 2-[3-(Bis-ethoxycarbonyl-methylene)-cyclopent-1-enyl]-malonic acid diethyl ester
  参考文献：
  名称：

  Stepwise Introduction of π-Electron Cross-Conjugation:  A Possible Access to [5]Radialenes?

  摘要：

  As starting points to the stepwise access to the corresponding [5]radialene, the unsaturated esters 14a and 18a have been prepared. These compounds have been isolated along with their isomers 14b and 18b, resulting from an intracyclic double-bond migration. Moreover a subsequent base-catalyzed process mediated the total isomerization of these mixtures to the latter more stable compounds 14b and 18b. The energy contents of the various compounds, and the corresponding tri- and tetrasubstituted higher homologues 19 and 20, have been calculated at the ab initio level, using several minimal as well as extended basis sets, and the observed experimental results rationalized.

  DOI：

  10.1021/jo970107d
• 作为产物：
  描述：

  2-苯硫基丙二酸二乙基酯 、 Cyclopentandiol-(1,3)-ditosylat 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以72%的产率得到2-[3-(Bis-ethoxycarbonyl-phenylsulfanyl-methyl)-cyclopentyl]-2-phenylsulfanyl-malonic acid diethyl ester
  参考文献：
  名称：

  Stepwise Introduction of π-Electron Cross-Conjugation:  A Possible Access to [5]Radialenes?

  摘要：

  As starting points to the stepwise access to the corresponding [5]radialene, the unsaturated esters 14a and 18a have been prepared. These compounds have been isolated along with their isomers 14b and 18b, resulting from an intracyclic double-bond migration. Moreover a subsequent base-catalyzed process mediated the total isomerization of these mixtures to the latter more stable compounds 14b and 18b. The energy contents of the various compounds, and the corresponding tri- and tetrasubstituted higher homologues 19 and 20, have been calculated at the ab initio level, using several minimal as well as extended basis sets, and the observed experimental results rationalized.

  DOI：

  10.1021/jo970107d

文献信息

• Stepwise Introduction of π-Electron Cross-Conjugation:  A Possible Access to [5]Radialenes?
  作者：Florence Geneste、Alec Moradpour、Georges Dive

  DOI：10.1021/jo970107d

  日期：1997.8.1

  As starting points to the stepwise access to the corresponding [5]radialene, the unsaturated esters 14a and 18a have been prepared. These compounds have been isolated along with their isomers 14b and 18b, resulting from an intracyclic double-bond migration. Moreover a subsequent base-catalyzed process mediated the total isomerization of these mixtures to the latter more stable compounds 14b and 18b. The energy contents of the various compounds, and the corresponding tri- and tetrasubstituted higher homologues 19 and 20, have been calculated at the ab initio level, using several minimal as well as extended basis sets, and the observed experimental results rationalized.