tert-butyl 3-(2-(allyloxycarbonylamino)ethyl)-3-(hydroxymethyl)-1-(methoxymethyl)-2-oxoindolin-5-ylcarbamate | 1258864-53-7

• 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: tert-butyl 3-(2-(allyloxycarbonylamino)ethyl)-3-(hydroxymethyl)-1-(methoxymethyl)-2-oxoindolin-5-ylcarbamate
• 英文别名: prop-2-enyl N-[2-[3-(hydroxymethyl)-1-(methoxymethyl)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-2-oxoindol-3-yl]ethyl]carbamate
• CAS: 1258864-53-7
• 化学式: C₂₂H₃₁N₃O₇
• 分子量: 449.504
• InChiKey: KFXOFIADZRYBHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-(2-(allyloxycarbonylamino)ethyl)-3-(hydroxymethyl)-1-(methoxymethyl)-2-oxoindolin-5-ylcarbamate 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles

  摘要：

  3'-Alkyl-3-cyanomethyloxindoles, prepared by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.056
• 作为产物：
  描述：

  tert-butyl 3-(2-(allyloxycarbonylamino)ethyl)-3-((tert-butyldimethylsilyloxy)methyl)-1-(methoxymethyl)-2-oxoindolin-5-ylcarbamate 在 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以85%的产率得到tert-butyl 3-(2-(allyloxycarbonylamino)ethyl)-3-(hydroxymethyl)-1-(methoxymethyl)-2-oxoindolin-5-ylcarbamate
  参考文献：
  名称：

  Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles

  摘要：

  3'-Alkyl-3-cyanomethyloxindoles, prepared by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.056