N-((1R,2R)-1'-benzyl-2',3-dioxospiro[cyclohexane-1,3'-indolin]-2-yl)-3-phenylpropanamide | 1414784-39-6

• 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: N-((1R,2R)-1'-benzyl-2',3-dioxospiro[cyclohexane-1,3'-indolin]-2-yl)-3-phenylpropanamide
• 英文别名: N-[(1R,2R)-1'-benzyl-2',6-dioxospiro[cyclohexane-2,3'-indole]-1-yl]-3-phenylpropanamide
• CAS: 1414784-39-6
• 化学式: C₂₉H₂₈N₂O₃
• 分子量: 452.553
• InChiKey: ZQUKFKKUXKJIDG-LMSSTIIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-((1R,2R)-1'-benzyl-2',3-dioxospiro[cyclohexane-1,3'-indolin]-2-yl)-3-phenylpropanamide 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 3.67h， 生成 (1R,2R,3S)-1'-benzyl-2'-oxo-2-(3-phenylpropanamido)spiro[cyclohexane-1,3'-indolin]-3-yl furan-2-carboxylate
  参考文献：
  名称：

  Construction of a Spirooxindole Amide Library through Nitrile Hydrozirconation-Acylation-Cyclization Cascade

  摘要：

  A library of spirooxindoles containing varied elements of structural and stereochemical diversity has been constructed via a three step, one pot nitrile hydrozirconation-acylation-cyclization reaction sequence from common acyclic indole intermediates. The resulting library was evaluated for novelty through comparison with MLSMR and Maybridge compound collections.

  DOI：

  10.1021/co4000387
• 作为产物：
  描述：

  1-烯庚醛 在 盐酸 、 Schwartz's reagent 、 bismuth(III) bromide 、 palladium 10% on activated carbon 、 氢气 、 戴斯-马丁氧化剂 、 臭氧 、 溶剂黄146 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 15.0h， 生成 N-((1R,2R)-1'-benzyl-2',3-dioxospiro[cyclohexane-1,3'-indolin]-2-yl)-3-phenylpropanamide
  参考文献：
  名称：

  Construction of a Spirooxindole Amide Library through Nitrile Hydrozirconation-Acylation-Cyclization Cascade

  摘要：

  A library of spirooxindoles containing varied elements of structural and stereochemical diversity has been constructed via a three step, one pot nitrile hydrozirconation-acylation-cyclization reaction sequence from common acyclic indole intermediates. The resulting library was evaluated for novelty through comparison with MLSMR and Maybridge compound collections.

  DOI：

  10.1021/co4000387

文献信息

• Construction of a Spirooxindole Amide Library through Nitrile Hydrozirconation-Acylation-Cyclization Cascade
  作者：Matthew G. LaPorte、Sammi Tsegay、Ki Bum Hong、Chunliang Lu、Cheng Fang、Lirong Wang、Xiang-Qun Xie、Paul E. Floreancig

  DOI：10.1021/co4000387

  日期：2013.7.8

  A library of spirooxindoles containing varied elements of structural and stereochemical diversity has been constructed via a three step, one pot nitrile hydrozirconation-acylation-cyclization reaction sequence from common acyclic indole intermediates. The resulting library was evaluated for novelty through comparison with MLSMR and Maybridge compound collections.