N-trifluoroacetyl-β-alanine 4-nitrophenyl ester | 1015256-78-6

• 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: N-trifluoroacetyl-β-alanine 4-nitrophenyl ester
• 英文别名: N-trifluoroacetyl-beta-alanine 4-nitrophenyl ester；(4-nitrophenyl) 3-[(2,2,2-trifluoroacetyl)amino]propanoate
• CAS: 1015256-78-6
• 化学式: C₁₁H₉F₃N₂O₅
• 分子量: 306.198
• InChiKey: DVEFHRWDPPDUTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-trifluoroacetyl-β-alanine 4-nitrophenyl ester 、 L-组氨酸 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以65%的产率得到N-trifluoroacetyl-β-alanyl-L-histidine
  参考文献：
  名称：

  N-trifluoroacetyl-β-alanine in the synthesis of carnosine

  摘要：

  Conditions have been developed for the synthesis of N-trifluoroacetyl-beta- alanine, N-tifluoroacetylalanyl chloride, and N-trifluoroacetyl- alanine 4-nitrophenyl ester. These compounds reacted with histidine methyl ester or sodium salt to give N-trifluoroacetyl-beta-alanyl-L-histidine methyl ester CF3CONHCH2CH2 center dot CONHCH( CH2C3H3N2) COOCH3 and N-trifluoroacetyl-beta-alanyl-L-histidine CF3CONHCH2CH2CONHCH center dot(CH2C3H3N2) COOH. Their hydrolysis with a solution of sodium hydroxide in aqueous ethanol, followed by acidification with trifluoroacetic acid, led to the formation of beta-alanyl-L-histidine (L-carnosine).

  DOI：

  10.1134/s1070363207090125
• 作为产物：
  描述：

  对硝基苯酚 、 N-(Trifluoroacetyl)-β-alanine Acid Chloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以70%的产率得到N-trifluoroacetyl-β-alanine 4-nitrophenyl ester
  参考文献：
  名称：

  N-trifluoroacetyl-β-alanine in the synthesis of carnosine

  摘要：

  Conditions have been developed for the synthesis of N-trifluoroacetyl-beta- alanine, N-tifluoroacetylalanyl chloride, and N-trifluoroacetyl- alanine 4-nitrophenyl ester. These compounds reacted with histidine methyl ester or sodium salt to give N-trifluoroacetyl-beta-alanyl-L-histidine methyl ester CF3CONHCH2CH2 center dot CONHCH( CH2C3H3N2) COOCH3 and N-trifluoroacetyl-beta-alanyl-L-histidine CF3CONHCH2CH2CONHCH center dot(CH2C3H3N2) COOH. Their hydrolysis with a solution of sodium hydroxide in aqueous ethanol, followed by acidification with trifluoroacetic acid, led to the formation of beta-alanyl-L-histidine (L-carnosine).

  DOI：

  10.1134/s1070363207090125