2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine | 479623-44-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine
• CAS: 479623-44-4
• 化学式: C₃₃H₃₇N₉O₇
• 分子量: 671.713
• InChiKey: KFPQHHXQVPMRCN-PIKZIKFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  49.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  216.44
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  巯丙基三甲氧基硅烷 、 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine 在 偶氮二异丁腈 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Biselector enantioselective stationary phases for HPLC: dependence of the chiral discrimination properties on stereochemistry and chemical nature of each unit of the chiral auxiliary

  摘要：

  Optically active 1-(1-naphthyl)ethylamine, N-3,5-dinitrobenzoylphenylglycine and N-3,5-dinitrobenzoylleucine were used as chiral building blocks to prepare three new enantiomerically pure bifunctional chiral auxiliaries for enantioselective HPLC, belonging to a family of biselector systems, the first example of which (CSP1) has been described previously. These compounds were covalently linked to silica gel to produce three chiral stationary phases (CSPs 2-4), whose enantiodiscriminating capability towards the HPLC resolution of selected racemic compounds was assessed. The obtained results allowed us to establish the influence of the stereochemistry and/or the chemical structure of each chiral moiety of the biselector system on their enantiorecognition properties. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00402-0
• 作为产物：
  描述：

  tert-butyl-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylcarbamate 在 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine
  参考文献：
  名称：

  Biselector enantioselective stationary phases for HPLC: dependence of the chiral discrimination properties on stereochemistry and chemical nature of each unit of the chiral auxiliary

  摘要：

  Optically active 1-(1-naphthyl)ethylamine, N-3,5-dinitrobenzoylphenylglycine and N-3,5-dinitrobenzoylleucine were used as chiral building blocks to prepare three new enantiomerically pure bifunctional chiral auxiliaries for enantioselective HPLC, belonging to a family of biselector systems, the first example of which (CSP1) has been described previously. These compounds were covalently linked to silica gel to produce three chiral stationary phases (CSPs 2-4), whose enantiodiscriminating capability towards the HPLC resolution of selected racemic compounds was assessed. The obtained results allowed us to establish the influence of the stereochemistry and/or the chemical structure of each chiral moiety of the biselector system on their enantiorecognition properties. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00402-0