dithiocarbonic acid S-[1-[(4-chloro-benzenesulfonylamino)-methyl]-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl] ester O-ethyl ester | 1042039-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: dithiocarbonic acid S-[1-[(4-chloro-benzenesulfonylamino)-methyl]-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl] ester O-ethyl ester
• CAS: 1042039-70-2
• 化学式: C₂₁H₂₁ClN₂O₅S₃
• 分子量: 513.059
• InChiKey: XXTYEWQMFYTESG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  92.78
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  dithiocarbonic acid S-[1-[(4-chloro-benzenesulfonylamino)-methyl]-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl] ester O-ethyl ester 、 乙酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到dithiocarbonic acid S-[1-[(acetyl-(4-chloro-benzenesulfonyl)-amino)-methyl]-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl] ester O-ethyl ester
  参考文献：
  名称：

  Radical Aminomethylation of Unactivated Alkenes

  摘要：

  S-Succinimidomethyl- and S-phthalimidomethyl xanthates are added efficiently to various alkenes resulting in an overall aminomethylation process. In contrast, under similar conditions, S-pyrrolidonyl xanthate gives rise mostly to oligomers. This unexpected difference in reactivity is attributed to the more important allylic character of the intermediate radical in the case of the imide derivative as compared to the lactam.

  DOI：

  10.1021/ol801162m
• 作为产物：
  描述：

  O-ethyl S-phthalimidomethyl dithiocarbonate 、 N-allyl-4-chlorobenzenesulfonamide 在 过氧化双月桂酰 作用下， 以 乙酸乙酯 为溶剂， 以93%的产率得到dithiocarbonic acid S-[1-[(4-chloro-benzenesulfonylamino)-methyl]-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl] ester O-ethyl ester
  参考文献：
  名称：

  Radical Aminomethylation of Unactivated Alkenes

  摘要：

  S-Succinimidomethyl- and S-phthalimidomethyl xanthates are added efficiently to various alkenes resulting in an overall aminomethylation process. In contrast, under similar conditions, S-pyrrolidonyl xanthate gives rise mostly to oligomers. This unexpected difference in reactivity is attributed to the more important allylic character of the intermediate radical in the case of the imide derivative as compared to the lactam.

  DOI：

  10.1021/ol801162m