(E)-2-(2-Phenyl-1-phenylselanyl-ethyl)-but-2-enedioic acid diethyl ester | 200286-64-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-2-(2-Phenyl-1-phenylselanyl-ethyl)-but-2-enedioic acid diethyl ester
• CAS: 200286-64-2
• 化学式: C₂₂H₂₄O₄Se
• 分子量: 431.39
• InChiKey: SYFLOTMAXFZTIK-MNDPQUGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-2-(2-Phenyl-1-phenylselanyl-ethyl)-but-2-enedioic acid diethyl ester 在 吡啶 、 双氧水 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.5h， 生成 2-Hydroxy-3-[2-phenyl-eth-(E)-ylidene]-succinic acid diethyl ester 、 2-Hydroxy-3-[2-phenyl-eth-(E)-ylidene]-succinic acid diethyl ester
  参考文献：
  名称：

  Synthesis and reactivity of β-phenylselanyl α-oxoesters

  摘要：

  beta-Phenylselanyl alpha-oxoesters 2 were prepared by N-phenylselanyl morpholine treatment of alpha-oxoesters 1, oxidized into beta-unsaturated alpha-oxoesters 5 and subjected to the Wittig-Horner olefination. The diethyl (1-phenylselanylalkyl)maleates 6 have led, after [2,3]sigmatropic rearrangement of the corresponding selenoxides, to the diethyl 3-alkylidene-2-hydroxysuccinates 7. The 2-(t-butoxycarbonylamino)-3-alkylidenesuccinates 8 were prepared in a similar way. The decomposition of halo-adducts derived from compounds 6 has allowed the synthesis of the diethyl 3-alkylidene-2-halosuccinates 9 and 10. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10117-x
• 作为产物：
  描述：

  2-氧代-4-苯基丁酸乙酯 在 正丁基锂 作用下， 以 二氯甲烷 为溶剂， 反应 14.5h， 生成 (E)-2-(2-Phenyl-1-phenylselanyl-ethyl)-but-2-enedioic acid diethyl ester
  参考文献：
  名称：

  Synthesis and reactivity of β-phenylselanyl α-oxoesters

  摘要：

  beta-Phenylselanyl alpha-oxoesters 2 were prepared by N-phenylselanyl morpholine treatment of alpha-oxoesters 1, oxidized into beta-unsaturated alpha-oxoesters 5 and subjected to the Wittig-Horner olefination. The diethyl (1-phenylselanylalkyl)maleates 6 have led, after [2,3]sigmatropic rearrangement of the corresponding selenoxides, to the diethyl 3-alkylidene-2-hydroxysuccinates 7. The 2-(t-butoxycarbonylamino)-3-alkylidenesuccinates 8 were prepared in a similar way. The decomposition of halo-adducts derived from compounds 6 has allowed the synthesis of the diethyl 3-alkylidene-2-halosuccinates 9 and 10. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10117-x