N-Boc-amino-(4'-nitrophenyl)acetonitrile | 774225-36-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Boc-amino-(4'-nitrophenyl)acetonitrile
• 英文别名: Carbamic acid, [cyano(4-nitrophenyl)methyl]-, 1,1-dimethylethyl ester；tert-butyl N-[cyano-(4-nitrophenyl)methyl]carbamate
• CAS: 774225-36-4
• 化学式: C₁₃H₁₅N₃O₄
• 分子量: 277.28
• InChiKey: KPOQPBHTGPLCAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氰化钾 、 N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-4-nitrobenzylamine 以 异丙醇 为溶剂， 反应 3.0h， 以50%的产率得到N-Boc-amino-(4'-nitrophenyl)acetonitrile
  参考文献：
  名称：

  A Convenient Synthesis ofN‐Boc‐Protected α‐Aminonitriles from α‐Amidosulfones

  摘要：

  Synthesis of N-Boc-protected alpha-aminonitriles starting from N-Boc-protected alpha-aminosulfones is described. Treatment of the sulfone with two equivalents of potassium cyanide in 2-propanol or dichloromethane-H2O under phase transfer condition affords crystalline N-Boc-protected alpha-aminonitriles in good yield. Hydrolysis of the aminonitriles provides a convenient access to racemic a-amino acids.

  DOI：

  10.1081/scc-200028592

文献信息

• A Convenient Synthesis of<i>N</i>‐Boc‐Protected α‐Aminonitriles from α‐Amidosulfones
  作者：Vorawit Banphavichit、Saowaluk Chaleawlertumpon、Worawan Bhanthumnavin、Tirayut Vilaivan

  DOI：10.1081/scc-200028592

  日期：2004.1

  Synthesis of N-Boc-protected alpha-aminonitriles starting from N-Boc-protected alpha-aminosulfones is described. Treatment of the sulfone with two equivalents of potassium cyanide in 2-propanol or dichloromethane-H2O under phase transfer condition affords crystalline N-Boc-protected alpha-aminonitriles in good yield. Hydrolysis of the aminonitriles provides a convenient access to racemic a-amino acids.