Acetic acid (1R,2R)-2-acetoxy-1-(chrysen-2-ylcarbamoyl)-2-isopropylcarbamoyl-ethyl ester | 177950-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: Acetic acid (1R,2R)-2-acetoxy-1-(chrysen-2-ylcarbamoyl)-2-isopropylcarbamoyl-ethyl ester
• CAS: 177950-96-8
• 化学式: C₂₉H₂₈N₂O₆
• 分子量: 500.551
• InChiKey: QQRGAEKVKCAOJL-KAYWLYCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,2R)-2-acetoxy-1-(chrysen-2-ylcarbamoyl)-2-isopropylcarbamoyl-ethyl ester 在 甲醇 、 氨 作用下， 反应 4.0h， 以96%的产率得到(R,R)-N-(2-chrysenyl)-N'-isopropyltartaramide
  参考文献：
  名称：

  Novel 2-chrysenyl- and 1-pyrenyl-tartaramide derivatives as liquid chromatographic chiral phases for enantiomeric separation on porous graphitic carbon

  摘要：

  Four new chiral stationary phases have been obtained by coupling 2-chrysenylammine and l-pyrenylamine to chiral selector groups based on (R,R)-tartaric acid diamide, The compounds (R,R)-N-isopropyl-N'-(1-pyrenyl)tartaramide, (R,R)-N-(2-chrysenyl)-N'-isopropyltartaramide and (R,R)-N-(Z-chrysenyl)-N'-(3-nitrophenyl)tartaramide are strongly adsorbed on to porous graphitic carbon to produce a novel type of carbon-based chiral stationary phase. These new materials were evaluated by HPLC and were found to exhibit excellent enantioselectivity for various types of compound including aromatic alcohols, binaphthyl derivatives, beta-blocking agents and anti-inflammatory agents. These new chiral phases are very stable showing negligible tendency for phase loss or degradation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00125-5
• 作为产物：
  描述：

  二-O-乙酰基-L-酒石酸酐 在 N-甲基吗啉 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.66h， 生成 Acetic acid (1R,2R)-2-acetoxy-1-(chrysen-2-ylcarbamoyl)-2-isopropylcarbamoyl-ethyl ester
  参考文献：
  名称：

  Novel 2-chrysenyl- and 1-pyrenyl-tartaramide derivatives as liquid chromatographic chiral phases for enantiomeric separation on porous graphitic carbon

  摘要：

  Four new chiral stationary phases have been obtained by coupling 2-chrysenylammine and l-pyrenylamine to chiral selector groups based on (R,R)-tartaric acid diamide, The compounds (R,R)-N-isopropyl-N'-(1-pyrenyl)tartaramide, (R,R)-N-(2-chrysenyl)-N'-isopropyltartaramide and (R,R)-N-(Z-chrysenyl)-N'-(3-nitrophenyl)tartaramide are strongly adsorbed on to porous graphitic carbon to produce a novel type of carbon-based chiral stationary phase. These new materials were evaluated by HPLC and were found to exhibit excellent enantioselectivity for various types of compound including aromatic alcohols, binaphthyl derivatives, beta-blocking agents and anti-inflammatory agents. These new chiral phases are very stable showing negligible tendency for phase loss or degradation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00125-5