(4-甲氧基-苄基氨基)-乙酸 | 20839-78-5

• 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
• 中文名称: (4-甲氧基-苄基氨基)-乙酸
• 中文别名: 2-((4-甲氧基苄基)氨基)乙酸
• 英文名称: N-(4-methoxybenzyl)glycine
• 英文别名: 2-[(4-Methoxyphenyl)methylazaniumyl]acetate
• CAS: 20839-78-5
• 化学式: C₁₀H₁₃NO₃
• mdl: MFCD03450579
• 分子量: 195.218
• InChiKey: QEOHOHDWOLGNLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2922509090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温下应存放在干燥密封的环境中。

反应信息

• 作为反应物：
  描述：

  (4-甲氧基-苄基氨基)-乙酸 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 23.5h， 生成 (3aRS,6SR,7aSR)-6-(2-bromophenyl)-1-(4-methoxybenzyl)-5-(acetyl)octahydro-1H-pyrrolo[3,2-c]pyridine
  参考文献：
  名称：

  Multicomponent, Mannich-type assembly process for generating novel, biologically-active 2-arylpiperidines and derivatives

  摘要：

  A multicomponent, Mannich-type assembly process commencing with commercially available bromobenzaldehydes was sequenced with [3+2] dipolar cycloaddition reactions involving nitrones and azomethine ylides to generate collections of fused, bicyclic scaffolds based on the 2-arylpiperidine subunit. Use of the 4-pentenoyl group, which served both as an activator in the Mannich-type reaction and a readily-cleaved amine protecting group, allowed sub-libraries to be prepared through piperidine N-functionalization and cross-coupling of the aryl bromide. A number of these derivatives displayed biological activities that had not previously been associated with this substructure. Methods were also developed that allowed rapid conversion of these scaffolds to novel, polycyclic dihydroquinazolin-2-ones, 2-imino-1,3-benzothiazinanes, dihydroisoquinolin-3-ones, and bridged tetrahydroquinolines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.045
• 作为产物：
  描述：

  N-<4-Methoxy-benzyliden>-glycin 在 sodium tetrahydroborate 作用下， 以 sodium hydroxide 为溶剂， 反应 0.5h， 生成 (4-甲氧基-苄基氨基)-乙酸
  参考文献：
  名称：

  An intramolecular azomethine ylide–alkene cycloaddition approach to pyrrolo[3,2-c]quinolines-synthesis of a C2-truncated martinelline model

  摘要：

  The hexahydropyrrolo[3,2-c]quinoline core found in the Martinella alkaloids was constructed through an intramolecular [3+2] azomethine ylide-alkene cycloaddition. Some chemical manipulations of the tricycle are reported. (C) 2001 Elsevier Science Ltd. AU rights reserved.

  DOI：

  10.1016/s0040-4020(01)00315-5

文献信息

• 4-Imidazole derivatives of benzyl and restricted benzyl sulfonamides, sulfamides, ureas, carbamates, and amides and their use
  申请人：——

  公开号：US20030073850A1

  公开（公告）日：2003-04-17

  Compounds of formula I 1 are useful in treating diseases prevented by or ameliorated with &agr; 1A agonists. Also disclosed are &agr; 1A agonist compositions and a method of activating &agr; 1 adrenoceptors in a mammal.

  公式I的化合物在治疗由&agr; 1A激动剂预防或改善的疾病中很有用。还公开了&agr; 1A激动剂组合物和在哺乳动物中激活&agr; 1肾上腺素受体的方法。
• COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF
  申请人：WIGEN BIOMEDICINE TECHNOLOGY (SHANGHAI) CO., LTD.

  公开号：US20200190066A1

  公开（公告）日：2020-06-18

  It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

  该内容涉及作为自噬调节剂的化合物及其制备和使用方法，具体提供了一类具有通用公式(I)的化合物，或其药用可接受盐，这是一种自噬调节剂，特别是哺乳动物ATG8同源物调节剂。
• Vibrational Spectroscopic Characterization and DFT Study of Palladium(II) Complexes with N-Benzyliminodiacetic Acid Derivatives
  作者：Neven Smrečki、Igor Rončević、Zora Popović

  DOI：10.1071/ch16150

  日期：——

  The reactions of N-benzyliminodiacetic acid (BnidaH2) and its para-substituted derivatives, namely N-(p-chlorobenzyl)iminodiacetic acid (p-ClBnidaH2), N-(p-nitrobenzyl)iminodiacetic acid (p-NO2BnidaH2), and N-(p-methoxybenzyl)iminodiacetic acid (p-MeOBnidaH2) with sodium tetrachloropalladate(II) were performed in aqueous solutions. Three new complexes [Pd(p-ClBnidaH)2]·2H2O (2), [Pd(p-NO2BnidaH)2]·2H2O

  的反应Ñ -benzyliminodiacetic酸（BnidaH 2）和它的对位-取代的衍生物，即ñ - （p -氯苄基）亚氨基二乙酸（p -ClBnidaH 2），Ñ - （p -硝基苄基）亚氨基二乙酸（p -NO 2 BnidaH 2），和N-（对甲氧基苄基）亚氨基二乙酸（p- MeOBnidaH 2）与四氯palladate （II）在水溶液中进行。三种新的配合物[Pd（p -ClBnidaH）2 ]·2H制备了2 O（2），[Pd（p -NO 2 BnidaH）2 ]·2H 2 O（3）和[Pd（p -MeOBnidaH）2 ]（4）并通过红外光谱，热重和差热分析进行了表征。分析。这三种配合物的分子几何结构和红外光谱，连同先前合成的[Pd（BnidaH）2 ]·2H 2 O（1a）和[Pd（BnidaH）2 ]（1b）均使用密度泛函理论计算在具有SDD伪电位的理论BP86 / 6–311
• A Cascade Reaction with Iminium Ion Isomerization as the Key Step Leading to Tetrahydropyrimido[4,5-<i>d</i>]pyrimidines
  作者：Lianyou Zheng、Fengzhi Yang、Qun Dang、Xu Bai

  DOI：10.1021/ol703049j

  日期：2008.3.1

  A novel cascade reaction of aminopyrimidines 1 with N-alkyl amino acids or analogues was investigated. The keys to this cascade are the isomerization of an iminium ion formed between the aldehyde group in pyrimidine and the secondary amine of an amino acid, and subsequent cyclization to the neighboring amino group. This sequence could be useful in the synthesis of novel tetrahydropyrimido[4,5-d]pyrimidine

  研究了氨基嘧啶1与N-烷基氨基酸或类似物的新型级联反应。该级联的关键是在嘧啶中的醛基和氨基酸的仲胺之间形成的亚胺离子的异构化，以及随后环化成相邻的氨基。该序列可用于合成新的四氢嘧啶并[4，5-d]嘧啶文库。
• Nonstabilized Azomethine Ylides Generated by Decarboxylative Condensation of α-Amino Acids. Structural Variation, Reactivity, and Stereoselectivity
  作者：Shuji Kanemasa、Kazushige Sakamoto、Otohiko Tsuge

  DOI：10.1246/bcsj.62.1960

  日期：1989.6

  A variety of aldehydes, containing enolizable aldehydes other than acetaldehyde can be used in the generation method of nonstabilized azomethine ylides by decarboxylative condensation of α-amino acids. Reactivity of the nonstabilized ylides was examined in intermolecular and intramolecular cycloadditions with olefins; stereoselectivity of the intramolecular cycloaddition using nonstabilized ylides was compared with that of ester-stabilized ylides.

  可以使用多种醛类，除了乙醛之外的可烯醇化醛，来通过 α-氨基酸的脱羧缩合生成非稳定的亚胺阳离子。非稳定阳离子的反应性在与烯烃的分子间和分子内环加成反应中进行了研究；使用非稳定阳离子的分子内环加成反应的立体选择性与酯稳定阳离子的立体选择性进行了比较。