β-<1-Keto-2-cyano-indan-2-yl>-propionitril | 17533-22-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: β-<1-Keto-2-cyano-indan-2-yl>-propionitril
• 英文别名: 2-(2-cyanoethyl)-3-oxo-1H-indene-2-carbonitrile
• CAS: 17533-22-1
• 化学式: C₁₃H₁₀N₂O
• 分子量: 210.235
• InChiKey: GBRIENUCDFSGJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  β-<1-Keto-2-cyano-indan-2-yl>-propionitril 在 palladium on activated charcoal 盐酸 、 硫酸 、 potassium tert-butylate 、 氢溴酸 、 氢气 、 溶剂黄146 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Roy,J., Journal of the Indian Chemical Society, 1967, vol. 44, p. 584 - 588

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Cyano-indan-1-on 、 丙烯腈 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 β-<1-Keto-2-cyano-indan-2-yl>-propionitril
  参考文献：
  名称：

  Roy,J., Journal of the Indian Chemical Society, 1967, vol. 44, p. 584 - 588

  摘要：

  DOI：

文献信息

• Asymmetric carbon-carbon-bond-forming reactions catalyzed by bifunctional cinchona alkaloids
  申请人：Deng Li

  公开号：US20070083049A1

  公开（公告）日：2007-04-12

  One aspect of the present invention relates to quinine-based and quinidine-based catalysts. In certain embodiments, the quinine-based and quinidine-based catalysts contain a hydroxy group at the 6′ position. In certain embodiments, the quinine-based and quinidine-based catalysts contain an O-aryl group or an O-aroyl group at the C9 position. In certain embodiments, the quinine-based and quinidine-based catalysts contain an optionally substituted O-diazene group or an optionally substituted O-benzoyl group at the C9 position. In certain embodiments, the quinine-based and quinidine-based catalysts contain a thiourea at the C9 position. In certain embodiments, the quinine-based and quinidine-based catalysts contain an NH(═S)NH-aryl group at the C9 position. Another aspect of the present invention relates to a method of preparing a chiral, non-racemic compound from a prochiral electron-deficient alkene or prochiral imine, comprising the step of: reacting a prochiral alkene or imine with a nucleophile in the presence of a catalyst; thereby producing a chiral, non-racemic compound; wherein said catalyst is a derivatized quinine or quinidine. In certain embodiments, the nucleophile is a malonate or β-ketoester. In certain embodiments the nucleophile is an alkyl or aryl or aralkyl 2-cyano-2-alkylacetate. In certain embodiments the nucleophile is an alkyl or aryl or aralkyl 2-cyano-2-alkylacetate. Another aspect of the present invention relates to a method of kinetic resolution, comprising the step of: reacting a racemic aldehyde or racemic ketone with a nucleophile in the presence of a derivatized quinine or quinidine, thereby producing a non-racemic, chiral compound. In certain embodiments, the kinetic resolution is dynamic.
• US7582764B2
  申请人：——

  公开号：US7582764B2

  公开（公告）日：2009-09-01
• Roy,J., Journal of the Indian Chemical Society, 1967, vol. 44, p. 584 - 588
  作者：Roy,J.

  DOI：——

  日期：——