N-benzyl-5-aminopentanoic acid | 137565-39-0

• 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-benzyl-5-aminopentanoic acid
• 英文别名: δ-Benzyl-amino-valeriansaeure；5-(Benzylamino)pentanoic acid
• CAS: 137565-39-0
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD31557153
• 分子量: 207.272
• InChiKey: DIWLOYGUONWFJB-UHFFFAOYSA-N

物化性质

• 沸点：
  361.9±25.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-5-aminopentanoic acid 生成 5-(benzoyl-benzyl-amino)-valeric acid
  参考文献：
  名称：

  TETRA Security

  摘要：

  DOI：

  10.1016/s1363-4127(00)03006-5
• 作为产物：
  描述：

  苯甲醛 在 三乙酰氧基硼氢化钠 、 三乙胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 N-benzyl-5-aminopentanoic acid
  参考文献：
  名称：

  A one-pot selective synthesis of N-Boc protected secondary amines: tandem direct reductive amination/N-Boc protection

  摘要：

  A one-pot tandem direct reductive amination of aldehydes with primary amines resulting in N-Boc secondary amines using a (Boc)(2)O/sodium triacetoxyborohydride (STAB) system is reported. The tandem procedure is efficient, selective, and versatile, giving excellent yields of N-Boc protected secondary amines even in those cases where the products are prone to intramolecular lactamization. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.055

文献信息

• Variation of the Molecular Conformation, Shape, and Cavity Size in Dinuclear Metalla-Macrocycles Containing Hetero-Ditopic Dithiocarbamate–Carboxylate Ligands from a Homologous Series of N-Substituted Amino Acids
  作者：Aaron Torres-Huerta、Jorge Cruz-Huerta、Herbert Höpfl、Luis G. Hernández-Vázquez、Jaime Escalante-García、Arturo Jiménez-Sánchez、Rosa Santillan、Irán F. Hernández-Ahuactzi、Mario Sánchez

  DOI：10.1021/acs.inorgchem.6b02387

  日期：2016.12.5

  representative series of macrocyclic complexes of composition [Me2SnLx]2 with Lx = ¯S2CN(Me)-(CH2)x-COO¯ (x = 3–12) enabled a detailed analysis of the variations in the molecular conformation, shape, and cavity size of the macrocycles in dependence of the aliphatic spacer. Because of odd–even effects, the difunctional ligands can adopt either a curved or a twisted-pincer shape, while the SnSxO4-x (x

  衍生自N-取代氨基酸的同源系列的二硫代氨基甲酸酯配体与不同的二有机锡二氯化物反应，得到18个二有机锡复合物。光谱和质谱分析表明形成了具有六配位锡原子的组件，该组件嵌入了组成为C 2 SnS 2 O 2的偏斜梯形双锥体配位环境中。对三种化合物的单晶X射线衍射分析显示，该复合物与5-氨基戊酸衍生的配体具有一维聚合结构，该结构通过进一步的分子间Sn··O相互作用产生了整体的二维配位含有40元六核锡大环的聚合物。相反，衍生自6-氨基己酸和8-氨基辛酸的配体提供了预期的22和26元双核大环结构。组成为[Me 2 SnL x ] 2且L x = S 2 CN（Me）-（CH 2）x -COO（）的代表性大环配合物系列的密度泛函理论计算。x = 3–12）能够详细分析依赖于脂肪族间隔基的大环分子的构象，形状和空腔尺寸的变化。由于奇偶效应，双功能配体可以采用弯曲或扭曲的钳形形状，而SnS x O 4- x（x
• Intramolecular Aldol Reaction of N-Acylated (2-Aminophenyl)-α-oxoacetic Acids: Rapid Access to Tri- and Tetracyclic 1,2-Dihydroquinolin-2(1<i>H</i>)-ones
  作者：Malik Hellal、Gregory D. Cuny

  DOI：10.1021/jo1003339

  日期：2010.5.21

  A four-step synthesis of tri- and tetracyclic 1,2-dihydroquinolin-2(1H)-ones via acylation of various substituted isatins with readily available N-Boc-protected amino-acids followed by an intramolecular aldol reaction and cyclization has been developed. The final products were obtained in moderate to excellent overall yields.
• US5703125A
  申请人：——

  公开号：US5703125A

  公开（公告）日：1997-12-30
• TETRA Security
  作者：Gert Roelofsen

  DOI：10.1016/s1363-4127(00)03006-5

  日期：2000.9
• A one-pot selective synthesis of N-Boc protected secondary amines: tandem direct reductive amination/N-Boc protection
  作者：Raghupathi Neelarapu、Pavel A. Petukhov

  DOI：10.1016/j.tet.2012.06.055

  日期：2012.9

  A one-pot tandem direct reductive amination of aldehydes with primary amines resulting in N-Boc secondary amines using a (Boc)(2)O/sodium triacetoxyborohydride (STAB) system is reported. The tandem procedure is efficient, selective, and versatile, giving excellent yields of N-Boc protected secondary amines even in those cases where the products are prone to intramolecular lactamization. (C) 2012 Elsevier Ltd. All rights reserved.