N-propylglutamic acid | 4754-14-7

• 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-propylglutamic acid
• 英文别名: N-propyl-L-Glu；N-propyl-L-glutamic acid；N-Propyl-L-glutaminsaeure；L-2-Propylamino-glutarsaeure；Propylglutamic acid；(2S)-2-(propylamino)pentanedioic acid
• CAS: 4754-14-7
• 化学式: C₈H₁₅NO₄
• 分子量: 189.211
• InChiKey: YMOYQSJBJFKEGV-LURJTMIESA-N

物化性质

• 熔点：
  171 °C
• 沸点：
  349.8±32.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  L-谷氨酸 、 丙醛 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以75%的产率得到N-propylglutamic acid
  参考文献：
  名称：

  AN EFFICIENT ONE-STEP REDUCTIVEN-MONOALKYLATION OF α-AMINO ACIDS

  摘要：

  在氰基硼氢化钠存在下，无保护的 a-氨基酸与醛或酮发生反应，得到无机盐形式的 N-单烷基化氨基酸。此外，还介绍了该方法在合成具有重要生物价值的氨基酸的 N-烷基衍生物中的应用。

  DOI：

  10.1246/cl.1984.441

文献信息

• Bio-based N-alkyl-2-pyrrolidones by Pd-catalyzed reductive N-alkylation and decarboxylation of glutamic acid
  作者：Free De Schouwer、Sander Adriaansen、Laurens Claes、Dirk E. De Vos

  DOI：10.1039/c7gc01829k

  日期：——

  controversial high-boiling solvents such as N-methyl-2-pyrrolidone and N,N-dimethylformamide in the chemical industry. Recently, N-alkyl-2-pyrrolidones and 5-methyl-N-alkyl-2-pyrrolidones were proposed as attractive alternative solvents for many applications. Here, we report a bio-based two-step chemocatalytic system for the synthesis of a broad range of N-alkyl-2-pyrrolidones starting from glutamic acid

  环保法规推动新的更安全，毒性较低的生物基溶剂的查找替换争议的高沸点溶剂，如ñ甲基-2-吡咯烷酮和ñ，ñ在化工行业二甲基甲酰胺。最近，N-烷基-2-吡咯烷酮和5-甲基-N-烷基-2-吡咯烷酮被提议作为许多应用的有吸引力的替代溶剂。在这里，我们报告了一种基于生物的两步化学催化系统，该系统可以从谷氨酸和C 3 -C 5羰基化合物开始合成范围广泛的N-烷基-2-吡咯烷酮。第一步N通过温和且有效的Pd催化的还原性N-烷基化以高产率（＞ 85％）合成了谷氨酸的α-单烷基化衍生物。随后，在惰性气氛下在250℃下热诱导内酰胺化成相应的N-烷基焦谷氨酸，然后Pd催化脱羧，得到N-烷基-2-吡咯烷酮。通过用碱中和N-烷基焦谷氨酸底物，部分抵消了水解降解，导致产率高达82％。最后，两个反应步骤在相同的Pd / Al 2 O 3催化剂下，在不同的气体气氛和温度条件下，通过一锅法成功地结合在一起。
• PARAKERATOSIS INHIBITOR, PORE SHRINKING AGENT OR AGENT FOR PREVENTING OR IMPROVING ROUGH SKIN, AND COMPOSITION FOR EXTERNAL USE ON THE SKIN CONTAINING THE SAME
  申请人：Shiseido Company, Ltd.

  公开号：EP2255780A1

  公开（公告）日：2010-12-01

  The present invention provides a parakeratosis inhibitor, a pore-shrinking agent, and a rough skin inhibiting or ameliorating agent comprising, as an active ingredient, a compound that has excellent effects and high safety without safety problems such as sensory irritation, and provides an external composition for skin containing the same. The compound is selected from the glutamic acid derivatives represented by formula (1) or (2) and the salts thereof: wherein A represents a carbamoyl group, a benzyloxycarbonyl group, an alkyl group having 1 to 3 carbon atoms, an allyl group, or an amidino group; wherein Z represents an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, etc.; Y represents OH, an alkyloxy group having 1 to 3 carbon atoms, an allyloxy group, or NR3R4; R1 to R4 each independently represents H, an alkyl group having 1 to 3 carbon atoms, an allyl group, a cycloalkyl group having 3 to 7 carbon atoms, a cycloalkenyl group having 3 to 7 carbon atoms, a phenyl group, or a benzyl group, or R1 and R2, or R3 and R4, independently form a heterocycle.

  本发明提供了一种角化抑制剂、毛孔收缩剂和皮肤粗糙抑制或改善剂，其活性成分包括一种效果优异、安全性高且不存在感官刺激等安全问题的化合物，并提供了一种含有该化合物的皮肤外用组合物。该化合物选自式（1）或（2）代表的谷氨酸衍生物及其盐类： 其中 A 代表氨基甲酰基、苄氧羰基、具有 1 至 3 个碳原子的烷基、烯丙基或脒基； 其中 Z 代表具有 1 至 4 个碳原子的烷基、具有 2 至 4 个碳原子的烯基等。R1 至 R4 各自独立地代表 H、具有 1 至 3 个碳原子的烷基、烯丙基、具有 3 至 7 个碳原子的环烷基、具有 3 至 7 个碳原子的环烯基、苯基或苄基，或 R1 和 R2 或 R3 和 R4 独立地形成杂环。
• METAL-POLISHING COMPOSITION AND CHEMICAL MECHANICAL POLISHING METHOD BY USING THE SAME
  申请人：KATO Tomoo

  公开号：US20080188079A1

  公开（公告）日：2008-08-07

  The present invention provides a metal-polishing composition for use in chemical mechanical polishing of semiconductor devices, comprising: (a) a compound represented by the following Formula A, (b) a compound represented by the following Formula B, (c) an abrasive grain, and (d) an oxidizing agent: in Formula A, R 1 represents an alkyl group having 1 to 3 carbon atoms; and R 2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and in Formula B, R 3 , R 4 , and R 5 each independently represent a hydrogen atom, or an alkyl, aryl, alkoxy, amino, aminoalkyl, hydroxy, hydroxyalkyl, carboxy, carboxyalkyl or carbamoyl group.
• Parakeratosis Inhibitor, Pore-Shrinking Agent, Or Rough Skin Inhibiting/Ameliorating Agent, And External Composition For Skin Containing The Same
  申请人：Iida Toshii

  公开号：US20110004019A1

  公开（公告）日：2011-01-06

  The present invention provides a parakeratosis inhibitor, a pore-shrinking agent, and a rough skin inhibiting or ameliorating agent comprising, as an active ingredient, a compound that has excellent effects and high safety without safety problems such as sensory irritation, and provides an external composition for skin containing the same. The compound is selected from the glutamic acid derivatives represented by formula (1) or (2) and the salts thereof: wherein A represents a carbamoyl group, a benzyloxycarbonyl group, an alkyl group having 1 to 3 carbon atoms, an allyl group, or an amidino group; wherein Z represents an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, etc.; Y represents OH, an alkyloxy group having 1 to 3 carbon atoms, an allyloxy group, or NR 3 R 4 ; R 1 to R 4 each independently represents H, an alkyl group having 1 to 3 carbon atoms, an allyl group, a cycloalkyl group having 3 to 7 carbon atoms, a cycloalkenyl group having 3 to 7 carbon atoms, a phenyl group, or a benzyl group, or R 1 and R 2 , or R 3 and R 4 , independently form a heterocycle.