D-tert-butyl 2-p-chlorophenylcarbonyl-aminoxy-3-phenylpropanoate | 380886-42-0

• 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: D-tert-butyl 2-p-chlorophenylcarbonyl-aminoxy-3-phenylpropanoate
• 英文别名: tert-butyl (2R)-2-[(4-chlorobenzoyl)amino]oxy-3-phenylpropanoate
• CAS: 380886-42-0
• 化学式: C₂₀H₂₂ClNO₄
• 分子量: 375.852
• InChiKey: VTWDKCILJDLOAI-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  D-tert-butyl 2-p-chlorophenylcarbonyl-aminoxy-3-phenylpropanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (R)-2-(4-Chloro-benzoylaminooxy)-3-phenyl-propionic acid
  参考文献：
  名称：

  Synthesis and Characterization of Chiral N−O Turns Induced by α-Aminoxy Acids

  摘要：

  Chiral alpha -aminoxy acids of various side chains were synthesized with high optical purity starting from chiral alpha -amino acids. The conformations of diamides 13a-e, 15, and 16 were probed by using NMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handed turns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (called the N-O turns) were found to be preferred for D-aminoxy acid residues, and they were independent of the side chains. The rigid chiral N-O turns should have great potential in molecular design.

  DOI：

  10.1021/jo010376a
• 作为产物：
  描述：

  L-(-)-3-苯基乳酸 在 4-二甲氨基吡啶 、 potassium carbonate 、 1-羟基苯并三唑 、 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N'-二环己基碳二亚胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 29.0h， 生成 D-tert-butyl 2-p-chlorophenylcarbonyl-aminoxy-3-phenylpropanoate
  参考文献：
  名称：

  Synthesis and Characterization of Chiral N−O Turns Induced by α-Aminoxy Acids

  摘要：

  Chiral alpha -aminoxy acids of various side chains were synthesized with high optical purity starting from chiral alpha -amino acids. The conformations of diamides 13a-e, 15, and 16 were probed by using NMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handed turns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (called the N-O turns) were found to be preferred for D-aminoxy acid residues, and they were independent of the side chains. The rigid chiral N-O turns should have great potential in molecular design.

  DOI：

  10.1021/jo010376a

文献信息

• Synthesis and Characterization of Chiral N−O Turns Induced by α-Aminoxy Acids
  作者：Dan Yang、Bing Li、Fei-Fu Ng、Yi-Long Yan、Jin Qu、Yun-Dong Wu

  DOI：10.1021/jo010376a

  日期：2001.11.1

  Chiral alpha -aminoxy acids of various side chains were synthesized with high optical purity starting from chiral alpha -amino acids. The conformations of diamides 13a-e, 15, and 16 were probed by using NMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handed turns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (called the N-O turns) were found to be preferred for D-aminoxy acid residues, and they were independent of the side chains. The rigid chiral N-O turns should have great potential in molecular design.