(E)-ethyl 3-(1'-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)spiro[cyclohexane-1,3'-indolin]-6'-yl)acrylate | 1620580-58-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-ethyl 3-(1'-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)spiro[cyclohexane-1,3'-indolin]-6'-yl)acrylate
• CAS: 1620580-58-6
• 化学式: C₃₅H₄₆N₂O₅S
• 分子量: 606.827
• InChiKey: BNGYOEJZKXIMGJ-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.54
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  96.7
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 (E)-ethyl 3-(1'-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)spiro[cyclohexane-1,3'-indolin]-6'-yl)acrylate 在 magnesium 作用下， 以89%的产率得到methyl 3-(spiro[cyclohexane-1,3'-indolin]-6'-yl)propanoate
  参考文献：
  名称：

  Pd(II)-Catalyzed meta-C–H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

  摘要：

  meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H fiunctionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogues are selectively functionalized at the meta-positions.

  DOI：

  10.1021/ja505737x
• 作为产物：
  描述：

  邻甲氧基苯乙腈 在 氯磺酸 、 silver(I) acetate 、 palladium diacetate 、 sodium hydride 、 三乙胺 、 N-乙酰甘氨酸 作用下， 以 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 25.5h， 生成 (E)-ethyl 3-(1'-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)spiro[cyclohexane-1,3'-indolin]-6'-yl)acrylate
  参考文献：
  名称：

  Pd(II)-Catalyzed meta-C–H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

  摘要：

  meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H fiunctionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogues are selectively functionalized at the meta-positions.

  DOI：

  10.1021/ja505737x