(2,5-Dioxopyrrolidin-1-yl) 2-acetylsulfanylbenzoate | 114127-00-3

• 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: (2,5-Dioxopyrrolidin-1-yl) 2-acetylsulfanylbenzoate
• CAS: 114127-00-3
• 化学式: C₁₃H₁₁NO₅S
• 分子量: 293.3
• InChiKey: DQZNSYKONJFUGP-UHFFFAOYSA-N

物化性质

• 熔点：
  112-114 °C
• 沸点：
  444.2±47.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2,5-Dioxopyrrolidin-1-yl) 2-acetylsulfanylbenzoate 、 丙二酸二甲酯 在 sodium hydride 、 乙醇 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 以67%的产率得到4-hydroxy-3-methoxycarbonylthiocoumarin
  参考文献：
  名称：

  A prominent C-acylation–cyclisation synthetic sequence and X-ray structure elucidation of benzothiopyranone derivatives

  摘要：

  A novel short-step methodology to benzothiopyranone derivatives has been developed starting from an activated precursor, N-hydroxysuccinimide ester of thiosalicylic acid. The procedure is based on a tandem C-acylation-cyclisation process under mild reaction conditions in good yields. The structure elucidation has been established using X-ray crystallography and NMR spectral data. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.009
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 2-(乙酰基硫代)苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以92%的产率得到(2,5-Dioxopyrrolidin-1-yl) 2-acetylsulfanylbenzoate
  参考文献：
  名称：

  A prominent C-acylation–cyclisation synthetic sequence and X-ray structure elucidation of benzothiopyranone derivatives

  摘要：

  A novel short-step methodology to benzothiopyranone derivatives has been developed starting from an activated precursor, N-hydroxysuccinimide ester of thiosalicylic acid. The procedure is based on a tandem C-acylation-cyclisation process under mild reaction conditions in good yields. The structure elucidation has been established using X-ray crystallography and NMR spectral data. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.009

文献信息

• A prominent C-acylation–cyclisation synthetic sequence and X-ray structure elucidation of benzothiopyranone derivatives
  作者：Stefanos Kikionis、Vickie McKee、John Markopoulos、Olga Igglessi-Markopoulou

  DOI：10.1016/j.tet.2008.04.009

  日期：2008.6

  A novel short-step methodology to benzothiopyranone derivatives has been developed starting from an activated precursor, N-hydroxysuccinimide ester of thiosalicylic acid. The procedure is based on a tandem C-acylation-cyclisation process under mild reaction conditions in good yields. The structure elucidation has been established using X-ray crystallography and NMR spectral data. (C) 2008 Elsevier Ltd. All rights reserved.