N-chloroacetyl-L-glutamine | 13139-62-3

• 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-chloroacetyl-L-glutamine
• 英文别名: (N-chloroacetyl-L-glutamic acid )-5-amide；(N-Chloracetyl-L-glutaminsaeure)-5-amid；L-2-Chloracetamino-glutarsaeure-5-amid；(2S)-5-amino-2-[(2-chloroacetyl)amino]-5-oxopentanoic acid
• CAS: 13139-62-3
• 化学式: C₇H₁₁ClN₂O₄
• 分子量: 222.628
• InChiKey: LCHLONXFHVEQSU-BYPYZUCNSA-N

物化性质

• 沸点：
  624.9±55.0 °C(Predicted)
• 密度：
  1.416±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  110
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-chloroacetyl-L-glutamine 在 氨 作用下， 以 水 为溶剂， 生成 甘氨酰-L-谷氨酰胺一水合物
  参考文献：
  名称：

  Recovery of Ammonia in the Dipeptide Manufacturing Processes

  摘要：

  An example of an improvement in recovering ammonia in a dipeptide manufacturing process is described. The synthetic method, which makes use of the ammonolysis reaction, has been studied and found to produce dipeptides of satisfactory quality in high yield on a large scale. However, the treatment of unreacted ammonia in the ammonolysis reaction caused a reduction in the productivity and increased the production cost during actual manufacture, Therefore, a method to recover the unreacted ammonia has been investigated through simulations and trial runs using model solutions, Consequently, the modified process provided an improvement in the productivity and cost savings. In addition, the recovered ammonia could possibly be used for recycling. It was verified in a lab experiment that the reused ammonia did not lower the quality of the dipeptide.

  DOI：

  10.1021/op000094x
• 作为产物：
  描述：

  L-谷氨酰胺 、 氯乙酰氯 在 sodium carbonate 、 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 2.0h， 以85%的产率得到N-chloroacetyl-L-glutamine
  参考文献：
  名称：

  一种N-氯乙酰-L-谷氨酰胺的制备方法

  摘要：

  本发明属于化工技术领域，具体涉及一种N‑氯乙酰‑L‑谷氨酰胺的制备方法。本发明的N‑氯乙酰‑L‑谷氨酰胺，是向L‑谷氨酰胺与在低温无机碱溶液中加入氯乙酰氯甲苯溶液控温5℃‑12℃反应而得。本发明的N‑氯乙酰‑L‑谷氨酰胺的制备方法，具有操作简单、反应时间短、收率高、产品纯度高、不含氯化钠杂质的优点。

  公开号：

  CN104529807B

文献信息

• Stable aqueous compositions comprising amide-protected bioactive creatine species and uses thereof
  申请人：Owoc, John H.

  公开号：EP2377578A1

  公开（公告）日：2011-10-19

  The present invention provides amide-protected creatine molecules and compositions, containing one or more bioactive forms of creatine in aqueous compositions, wherein bioactive forms of creatine do not appreciably degrade into creatinine. Also provided are various beneficial effects of administering aqueous compositions having at least one amide-protected creatine molecule.

  本发明提供了酰胺保护的肌酸分子和组合物，其中包含一种或多种生物活性形式的肌酸在水性组合物中，其中生物活性形式的肌酸不会明显降解为肌酸酐。同时提供了在至少含有一种酰胺保护的肌酸分子的水性组合物中给予的各种有益效果。
• Stable Aqueous Compositions Comprising Amide-Protected Bioactive Creatine Species and Uses Thereof
  申请人：Owoc John H.

  公开号：US20110251280A1

  公开（公告）日：2011-10-13

  The present invention provides amide-protected creatine molecules and compositions, containing one or more bioactive forms of creatine in aqueous compositions, wherein bioactive forms of creatine do not appreciably degrade into creatinine. Also provided are various beneficial effects of administering aqueous compositions having at least one amide-protected creatine molecule.

  本发明提供了酰胺保护的肌酸分子和组合物，其中含有一种或多种生物活性形式的肌酸在水性组合物中，其中生物活性形式的肌酸不会明显降解为肌酸酐。还提供了在至少含有一种酰胺保护的肌酸分子的水性组合物中施用的各种有益效果。
• Process for producing glutamine derivative
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：US05780677A1

  公开（公告）日：1998-07-14

  N-chloroacetylglutamine is produced by reacting chloroacetyl chloride with an alkaline aqueous solution of glutamine the presence of a water-immiscible organic solvent, separating an aqueous layer by liquid-liquid separation, and crystallizing N-chloroacetyl-glutamine from the aqueous layer under acidic conditions. N-Chloroacetyl-glutamine useful as an intermediate for producing glycyl-L-glutamine which has higher stability than L-glutamine and is used as a component of an infusion solution can be obtained with high efficiency at low cost.

  N-氯乙酰谷氨酰胺是通过将氯乙酰氯与谷氨酰胺的碱性水溶液在水不相溶的有机溶剂存在下反应，通过液-液分离分离出水层，并在酸性条件下从水层中结晶出N-氯乙酰谷氨酰胺而制得。N-氯乙酰谷氨酰胺可用作生产甘氨酰-L-谷氨酰胺的中间体，后者比L-谷氨酰胺更稳定，可用作输液溶液的组分，并且可以以低成本高效率地获得。
• Process for producing N-chloroacetylglutamine
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP0678501A1

  公开（公告）日：1995-10-25

  N-chloroacetylglutamine is produced by reacting chloroacetyl chloride with an alkaline aqueous solution of glutamine in the presence of a water-immiscible organic solvent, separating an aqueous layer by liquid-liquid separation, and crystallizing N-chloroacetyl-glutamine from the aqueous layer under acidic conditions. N-Chloroacetylglutamine useful as an intermediate for producing glycyl-L-glutamine which has higher stability than L-glutamine and is used as a component of an infusion solution can be obtained with high efficiency at low cost.

  N-氯乙酰谷氨酰胺是通过氯乙酰氯与谷氨酰胺的碱性水溶液在不溶于水的有机溶剂存在下发生反应，通过液液分离法分离出水层，并在酸性条件下从水层中结晶出 N-氯乙酰谷氨酰胺而制得的。N-Cloroacetyl-glutamine 可用作生产甘氨酰-L-谷氨酰胺的中间体，其稳定性高于 L-谷氨酰胺，并可用作输液的成分。
• Price; Greenstein, 1947, vol. 7, p. 275
  作者：Price、Greenstein

  DOI：——

  日期：——