diethyl 2-[bis[(S)-(4-methylphenyl)sulfinyl]methylidene]propanedioate | 188789-12-0

• 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: diethyl 2-[bis[(S)-(4-methylphenyl)sulfinyl]methylidene]propanedioate
• CAS: 188789-12-0
• 化学式: C₂₂H₂₄O₆S₂
• 分子量: 448.561
• InChiKey: VMGVISVOHWTXTJ-KYJUHHDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  反-1,3-戊二烯 、 diethyl 2-[bis[(S)-(4-methylphenyl)sulfinyl]methylidene]propanedioate 在 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 68.0h， 以82%的产率得到
  参考文献：
  名称：

  (S,S)-1,1-bis-ethoxycarbonyl-2,2-bis-p-tolylsulfinyl ethene: a highly stereoselective but unexpectedly unreactive dienophile in asymmetric diels-alder reactions

  摘要：

  The synthesis and dienophilic behaviour of (S,S)-1,1-bis-ethoxycarbonyl-2,2-bis-p-tolylsulfinyl ethene with cyclic and acyclic dienes is reported. The stereoselectivity is high with cyclopentadiene and complete with acyclic dienes, but its reactivity is unexpectedly low, requiring high pressures (13 Kbar) to evolve into the corresponding adducts or their pyrolytic sulfinyl elimination products. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(96)00526-5
• 作为产物：
  描述：

  (S,S)-bis-p-tolylsulfinylmethane 在 吡啶 、 三苯基膦 、 lithium hexamethyldisilazane 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.25h， 生成 diethyl 2-[bis[(S)-(4-methylphenyl)sulfinyl]methylidene]propanedioate
  参考文献：
  名称：

  (S,S)-1,1-bis-ethoxycarbonyl-2,2-bis-p-tolylsulfinyl ethene: a highly stereoselective but unexpectedly unreactive dienophile in asymmetric diels-alder reactions

  摘要：

  The synthesis and dienophilic behaviour of (S,S)-1,1-bis-ethoxycarbonyl-2,2-bis-p-tolylsulfinyl ethene with cyclic and acyclic dienes is reported. The stereoselectivity is high with cyclopentadiene and complete with acyclic dienes, but its reactivity is unexpectedly low, requiring high pressures (13 Kbar) to evolve into the corresponding adducts or their pyrolytic sulfinyl elimination products. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(96)00526-5

文献信息

• (S,S)-1,1-bis-ethoxycarbonyl-2,2-bis-p-tolylsulfinyl ethene: a highly stereoselective but unexpectedly unreactive dienophile in asymmetric diels-alder reactions
  作者：Juan C. Carretero、JoséL. García Ruano、Luisa M. Martín Cabrejas

  DOI：10.1016/s0957-4166(96)00526-5

  日期：1997.2

  The synthesis and dienophilic behaviour of (S,S)-1,1-bis-ethoxycarbonyl-2,2-bis-p-tolylsulfinyl ethene with cyclic and acyclic dienes is reported. The stereoselectivity is high with cyclopentadiene and complete with acyclic dienes, but its reactivity is unexpectedly low, requiring high pressures (13 Kbar) to evolve into the corresponding adducts or their pyrolytic sulfinyl elimination products. (C) 1997 Elsevier Science Ltd. All rights reserved.