N1-((S)-2-hydroxy-1-phenylethyl)-N3-((R)-1-hydroxy-3-phenylpropan-2-yl)-2,2-dimethylmalonamide | 1415547-30-6

• 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: N1-((S)-2-hydroxy-1-phenylethyl)-N3-((R)-1-hydroxy-3-phenylpropan-2-yl)-2,2-dimethylmalonamide
• CAS: 1415547-30-6
• 化学式: C₂₂H₂₈N₂O₄
• 分子量: 384.475
• InChiKey: BUNPYDNAFPDLAJ-RTBURBONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  28.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  98.66
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N1-((S)-2-hydroxy-1-phenylethyl)-N3-((R)-1-hydroxy-3-phenylpropan-2-yl)-2,2-dimethylmalonamide 在 氯化亚砜 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 37.0h， 生成 (R)-4-benzyl-2-(2-((S)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-2-yl)-4,5-dihydrooxazole
  参考文献：
  名称：

  Synthesis of a C1-symmetric Box macrocycle and studies towards active-template synthesis of mechanically planar chiral rotaxanes

  摘要：

  A C-1-symmetric Box macrocycle has been synthesized for the first time. The Box macrocycle along with other C-1 and C-2-symmetric Box ligands were evaluated and compared as ligands in the Cadiot-Chodkiewicz, oxidative Heck and CuAAC 'click' reactions as part of our studies towards achieving active-metal template synthesis of mechanically planar chiral rotaxanes. This study constitutes the first report of Cadiot-Chodkiewicz and CuAAC 'click' reactions using Box ligands, as well as the first dedicated study of oxidative Heck reactions using Box ligands. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.069
• 作为产物：
  描述：

  (S)-3-(2-hydroxy-1-phenylethylamino)-2,2-dimethyl-3-oxopropanoic acid 、 D-苯丙氨醇 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 42.0h， 以69%的产率得到N1-((S)-2-hydroxy-1-phenylethyl)-N3-((R)-1-hydroxy-3-phenylpropan-2-yl)-2,2-dimethylmalonamide
  参考文献：
  名称：

  Synthesis of a C1-symmetric Box macrocycle and studies towards active-template synthesis of mechanically planar chiral rotaxanes

  摘要：

  A C-1-symmetric Box macrocycle has been synthesized for the first time. The Box macrocycle along with other C-1 and C-2-symmetric Box ligands were evaluated and compared as ligands in the Cadiot-Chodkiewicz, oxidative Heck and CuAAC 'click' reactions as part of our studies towards achieving active-metal template synthesis of mechanically planar chiral rotaxanes. This study constitutes the first report of Cadiot-Chodkiewicz and CuAAC 'click' reactions using Box ligands, as well as the first dedicated study of oxidative Heck reactions using Box ligands. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.069