glycyl-2-(5-fluorouracil-1-yl)glycine ethyl ester | 192055-14-4

• 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: glycyl-2-(5-fluorouracil-1-yl)glycine ethyl ester
• 英文别名: Ethyl 2-[(2-aminoacetyl)amino]-2-(5-fluoro-2,4-dioxopyrimidin-1-yl)acetate
• CAS: 192055-14-4
• 化学式: C₁₀H₁₃FN₄O₅
• 分子量: 288.235
• InChiKey: WSQSCLZLNVQMTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  131
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  glycyl-2-(5-fluorouracil-1-yl)glycine ethyl ester 在 1-羟基苯并三唑 、 二乙醇胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 glycyl-L-phenylalanyl-L-leucyl-glycyl-2-(5-fluorouracil-1-yl)glycine ethyl ester
  参考文献：
  名称：

  Synthesis of peptide derivatives of 5-fluorouracil

  摘要：

  The preparation of di-, tetra- and pentapeptides carrying 5-fluorouracil as an a-substituent of a terminal glycine moiety is described. The dipeptide compounds were synthetized by addition of ethyl glyoxylate to N-(benzyl-oxycarbonyl)-amino acid amides, subsequent acetylation of resulting hydroxyl groups,displacement of acetate groups by 5-fluorouracil, and removal of protective group. Tetra- and pentapeptides were prepared from these dipeptides by coupling methods commonly used in peptide chemistry.

  DOI：

  10.1016/s0040-4020(01)90395-3
• 作为产物：
  描述：

  在 palladium on activated charcoal 1,4-环己二烯 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 glycyl-2-(5-fluorouracil-1-yl)glycine ethyl ester
  参考文献：
  名称：

  Synthesis of peptide derivatives of 5-fluorouracil

  摘要：

  The preparation of di-, tetra- and pentapeptides carrying 5-fluorouracil as an a-substituent of a terminal glycine moiety is described. The dipeptide compounds were synthetized by addition of ethyl glyoxylate to N-(benzyl-oxycarbonyl)-amino acid amides, subsequent acetylation of resulting hydroxyl groups,displacement of acetate groups by 5-fluorouracil, and removal of protective group. Tetra- and pentapeptides were prepared from these dipeptides by coupling methods commonly used in peptide chemistry.

  DOI：

  10.1016/s0040-4020(01)90395-3

文献信息

• Synthesis of peptide derivatives of 5-fluorouracil
  作者：Marieta Nichifor、Etienne H. Schacht

  DOI：10.1016/s0040-4020(01)90395-3

  日期：1994.3

  The preparation of di-, tetra- and pentapeptides carrying 5-fluorouracil as an a-substituent of a terminal glycine moiety is described. The dipeptide compounds were synthetized by addition of ethyl glyoxylate to N-(benzyl-oxycarbonyl)-amino acid amides, subsequent acetylation of resulting hydroxyl groups,displacement of acetate groups by 5-fluorouracil, and removal of protective group. Tetra- and pentapeptides were prepared from these dipeptides by coupling methods commonly used in peptide chemistry.