2-苯基乙胺乙酸酯 | 24722-38-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-苯基乙胺乙酸酯
• 英文名称: β-phenethylammonium acetate
• 英文别名: Benzeneethanamine, acetate；acetic acid;2-phenylethanamine
• CAS: 24722-38-1
• 化学式: C₂H₄O₂*C₈H₁₁N
• 分子量: 181.235
• InChiKey: ZRNSOMJORQIGNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-苯基乙胺乙酸酯 以 1,4-二氧六环 为溶剂， 反应 7.0h， 生成 5-nitro-N-phenethyl-6-thiocyanatopyrimidin-4-amine
  参考文献：
  名称：

  Discovery of 5-Nitro-6-thiocyanatopyrimidines as Inhibitors of Cryptococcus neoformans and Cryptococcus gattii

  摘要：

  DOI：

  10.1021/acsmedchemlett.1c00038

文献信息

• One-pot synthesis of N-allylthioureas using supported reagents
  作者：Tadashi Aoyama、Sumiko Murata、Yasutaka Nagata、Toshio Takido、Mitsuo Kodomari

  DOI：10.1016/j.tetlet.2005.05.063

  日期：2005.7

  A simple and efficient method has been developed for the synthesis of N-allylthioureas from allylic bromides in one-pot by using a supported reagents system, KSCN/SiO2–RNH3OAc/Al2O3, in which allyl bromide reacts first with KSCN/SiO2 and the product, allyl isothiocyanate, reacts with RNH3OAc/Al2O3 to give the final product, N-allylthiourea, in good yield.

  通过使用支持的试剂系统KSCN / SiO 2 -RNH 3 OAc / Al 2 O 3，由一锅法从烯丙基溴中合成N-烯丙基硫脲的简单有效方法已被开发，其中烯丙基溴首先与KSCN / SiO 2和产物异硫氰酸烯丙酯与RNH 3 OAc / Al 2 O 3反应，以高收率得到最终产物N-烯丙基硫脲。
• A ligand-free and base-free copper catalyzed reaction: arylation of ammonia and primary amines as their acetate salts
  作者：Maravanahalli S. Siddegowda、Hemmige S. Yathirajan、Ramesha A. Ramakrishna

  DOI：10.1016/j.tetlet.2012.07.048

  日期：2012.9

  A ligand-free, base-free copper catalyzed arylation of ammonia and primary amines as their corresponding acetate salts are established. The Carboxylate group is believed to be catalyzing the arylation of ammonia. This reaction is specific for primary amines.

  建立了氨和伯胺的无配体，无碱的铜催化的芳基化反应，作为其相应的乙酸盐。据信羧酸基团催化氨的芳基化。该反应对伯胺是特定的。
• Chemical mechanism of inactivation of bee venom phospholipase A2 by the marine natural products manoalide, luffariellolide, and scalaradial
  作者：Barbara C. M. Potts、D. John Faulkner、Marianne S. De Carvalho、Robert S. Jacobs

  DOI：10.1021/ja00039a021

  日期：1992.6

  Manoalide methyl analogue (MMA, 12), which is a simple analogue of the reactive portion of 1, reacted similarly. The γ-(n-butyl-amino)butenolide 6b reacted with hydroxylamine to form the oxime 8 with concomitant release of n-butylamine. When the luffariellolide-PLA 2 and manoalide-PLA 2 adducts were treated with hydroxylamine, the PLA 2 activity was substantially recovered, but the activity was not recovered

  manoalide (1) 和 luffariellolide (2) 对蜂毒磷脂酶 A 2 (PLA 2 ) 的抑制涉及在 PLA 2 上的赖氨酸残基和每种药物上的醛基之间最初形成希夫碱（亚胺）。通过 1 H NMR 光谱研究使用伯胺代替赖氨酸残基的模型反应。胺在 2 的 γ-羟基丁烯内酯环上反应生成 γ-（烷基氨基）丁烯内酯 6a、b，它们是相应席夫碱的环化形式。Manoalide 甲基类似物 (MMA, 12) 是 1 反应部分的简单类似物，反应类似。γ-(正丁基-氨基)丁烯内酯6b与羟胺反应形成肟8，同时释放正丁胺。当丝瓜内酯-PLA 2 和马诺内酯-PLA 2 加合物用羟胺处理时，
• One pot synthesis using supported reagents system KSCN/SiO2–RNH3OAc/Al2O3: synthesis of 2-aminothiazoles and N-allylthioureas
  作者：Tadashi Aoyama、Sumiko Murata、Izumi Arai、Natsumi Araki、Toshio Takido、Yoshitada Suzuki、Mitsuo Kodomari

  DOI：10.1016/j.tet.2006.01.075

  日期：2006.4

  A simple and efficient method has been developed for the synthesis of 2-aminothiazoles and N-allylthioureas from commercially available materials in one pot by using a supported reagents system, KSCN/SiO2-RNH3OAc/Al2O3, in which alpha-halo ketone reacts first KSCN/SiO2 and the product, alpha.-thiocyanatoketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazoles, in good yield and allyl bromide reacts with KSCN/SiO2 and the product, allyl isothiocyanate, reacts with RNH3OAc/Al2O3 to give N-allylthiourea. (c) 2006 Elsevier Ltd. All rights reserved.
• Discovery of 5-Nitro-6-thiocyanatopyrimidines as Inhibitors of <i>Cryptococcus neoformans</i> and <i>Cryptococcus gattii</i>
  作者：Maureen J. Donlin、Thomas R. Lane、Olga Riabova、Alexander Lepioshkin、Evan Xu、Jeffrey Lin、Vadim Makarov、Sean Ekins

  DOI：10.1021/acsmedchemlett.1c00038

  日期：2021.5.13