2-(benzyloxy)-5-(2,6-dichloro-1-(methoxymethyl)-1H-indol-3-yl)pentanenitrile | 1254982-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(benzyloxy)-5-(2,6-dichloro-1-(methoxymethyl)-1H-indol-3-yl)pentanenitrile
• CAS: 1254982-40-5
• 化学式: C₂₂H₂₂Cl₂N₂O₂
• 分子量: 417.335
• InChiKey: MKWVXMRBDHBSLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  28.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  47.18
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(benzyloxy)-5-(2,6-dichloro-1-(methoxymethyl)-1H-indol-3-yl)pentanenitrile 、 3-苯丙酰氯 在 Schwartz's reagent 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以36%的产率得到N-((1S,2R,3R)-3-(benzyloxy)-4'-chloro-1'methoxymethyl-2'-oxospiro[cyclohexane-1,3'-indolin]-2-yl)-3-phenylpropanamide
  参考文献：
  名称：

  Stereoselective Synthesis of Spirooxindole Amides through Nitrile Hydrozirconation

  摘要：

  Spirooxindole amides can be prepared by the intramolecular addition of functionalized indoles into acylimines that are accessed from nitriles by hydrozirconation and acylation. The stereochemical outcome at the quaternary center was controlled by the steric bulk of the substituent at the 2-position of the indole unit. The products are well-suited for diversification to prepare libraries.

  DOI：

  10.1021/ol102246d
• 作为产物：
  描述：

  、 氯甲基甲基醚 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 2-(benzyloxy)-5-(2,6-dichloro-1-(methoxymethyl)-1H-indol-3-yl)pentanenitrile
  参考文献：
  名称：

  Stereoselective Synthesis of Spirooxindole Amides through Nitrile Hydrozirconation

  摘要：

  Spirooxindole amides can be prepared by the intramolecular addition of functionalized indoles into acylimines that are accessed from nitriles by hydrozirconation and acylation. The stereochemical outcome at the quaternary center was controlled by the steric bulk of the substituent at the 2-position of the indole unit. The products are well-suited for diversification to prepare libraries.

  DOI：

  10.1021/ol102246d