ethyl (<1,1'-biphenyl>-2-yloxy)acetate | 107352-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl (<1,1'-biphenyl>-2-yloxy)acetate
• 英文别名: ethyl (biphenyl-2-yloxy)acetate；ethyl (2-biphenyloxy)acetate；ethyl o-phenylphenoxyacetate；2-Phenyl-phenoxyessigsaeure-aethylester；Ethyl 2-(2-phenylphenoxy)acetate
• CAS: 107352-46-5
• 化学式: C₁₆H₁₆O₃
• mdl: MFCD00807349
• 分子量: 256.301
• InChiKey: WJHXOCAUBKXUKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  ethyl (<1,1'-biphenyl>-2-yloxy)acetate 在 tris(bipyridine)ruthenium(II) dichloride hexahydrate 、 lithium hydroxide monohydrate 、 Selectfluor 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 1.0h， 生成 2-(fluoromethoxy)-1,1'-biphenyl
  参考文献：
  名称：

  Direct C–F Bond Formation Using Photoredox Catalysis

  摘要：

  We have developed the first example of a photoredox catalytic method for the formation of carbon-fluorine (C-F) bonds. The mechanism has been studied using transient absorption spectroscopy and involves a key single-electron transfer from the (MLCT)-M-3 (triplet metal-to-ligand charge transfer) state of Ru(bpy)(3)(2+) to Selectfluor. Not only does this represent a new reaction for photoredox catalysis, but the mild reaction conditions and use of visible light also make it a practical improvement over previously developed UV-mediated decarboxylative fluorinations.

  DOI：

  10.1021/ja412083f
• 作为产物：
  描述：

  苯硼酸 在 palladium 10% on activated carbon 、 caesium carbonate 、 potassium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 0.33h， 生成 ethyl (<1,1'-biphenyl>-2-yloxy)acetate
  参考文献：
  名称：

  Direct C–F Bond Formation Using Photoredox Catalysis

  摘要：

  We have developed the first example of a photoredox catalytic method for the formation of carbon-fluorine (C-F) bonds. The mechanism has been studied using transient absorption spectroscopy and involves a key single-electron transfer from the (MLCT)-M-3 (triplet metal-to-ligand charge transfer) state of Ru(bpy)(3)(2+) to Selectfluor. Not only does this represent a new reaction for photoredox catalysis, but the mild reaction conditions and use of visible light also make it a practical improvement over previously developed UV-mediated decarboxylative fluorinations.

  DOI：

  10.1021/ja412083f

文献信息

• Substrate Activity Screening:  A Fragment-Based Method for the Rapid Identification of Nonpeptidic Protease Inhibitors
  作者：Warren J. L. Wood、Andrew W. Patterson、Hiroyuki Tsuruoka、Rishi K. Jain、Jonathan A. Ellman

  DOI：10.1021/ja0547230

  日期：2005.11.1

  A new fragment-based method for the rapid development of novel and distinct classes of nonpeptidic protease inhibitors, Substrate Activity Screening (SAS), is described. This method consists of three steps: (1) a library of N-acyl aminocoumarins with diverse, low molecular weight N-acyl groups is screened to identify protease substrates using a simple fluorescence-based assay, (2) the identified N-acyl

  描述了一种新的基于片段的方法，用于快速开发新型和不同类别的非肽蛋白酶抑制剂，即底物活性筛选 (SAS)。该方法由三个步骤组成：(1) 筛选具有多种低分子量 N-酰基的 N-酰基氨基香豆素库，以使用简单的基于荧光的测定来鉴定蛋白酶底物，(2) 已鉴定的 N-酰基氨基香豆素底物通过快速类似物合成和评估进行优化，并且 (3) 优化的底物通过用已知机制的药效团直接替换氨基香豆素而转化为抑制剂。SAS 方法已成功应用于与自身免疫性疾病有关的半胱氨酸蛋白酶组织蛋白酶 S。在筛选 N-酰基氨基香豆素文库时鉴定出多种不同类别的非肽底物。两种非肽底物类别针对底物进行了优化，每个类别的切割效率提高了 8000 倍以上。然后将选择的非肽底物直接转化为对组织蛋白酶 S 具有纳摩尔亲和力的低分子量新型醛抑制剂。本研究证明了这种基于底物的快速鉴定和优化弱片段方法的独特特征和优点，并提供了框架用于开发针对许多不同蛋白酶的完全非肽抑制剂。
• &bgr;-amino-&agr;-hydroxycarboxylic acid derivatives and HIV protease inhibitors
  申请人：Japan Energy Corporation

  公开号：US06313094B1

  公开（公告）日：2001-11-06

  &bgr;-Amino-&agr;-hydroxycarboxylic acid derivatives represented by the following formula and salts thereof which are useful as human immunodeficiency virus (HIV) protease inhibitors: The compounds are effective for treating a patient suffering from AIDS and AIDS related diseases.

  以下化学式表示的α-氨基-α-羟基羧酸衍生物及其盐，可用作人类免疫缺陷病毒（HIV）蛋白酶抑制剂：这些化合物对治疗患艾滋病和相关疾病的患者有效。
• Eckstein,Z.; Kowalik,R., Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1960, vol. 8, # 9, p. 467 - 473
  作者：Eckstein,Z.、Kowalik,R.

  DOI：——

  日期：——
• Imidazole anticonvulsants: structure-activity relationships of [(biphenylyloxy)alkyl]imidazoles
  作者：David W. Robertson、E. E. Beedle、Ron Lawson、J. David Leander

  DOI：10.1021/jm00388a035

  日期：1987.5

  The [(biphenylyloxy)alkyl]imidazoles were found to be potent anticonvulsants. The most potent compound of the series, 1-[2- ([1,1'-biphenyl]-2-yloxy)ethyl]-1H-imidazole (4), had an ED50 of 15.5 mg/kg against maximal-electroshock-induced seizures in mice after oral administration; the horizontal screen ED50 was 320 mg/kg, revealing that the compound has a protective index of 21. Homologues bearing three- and four-carbon tethers between the imidazole and biphenylyloxy moieties were also active, but their potency was attenuated relative to 4. Congeners with the imidazolylalkoxy moiety at the meta or para positions of biphenyl were also less active. All these compounds were potent potentiators of hexobarbital-induced sleeping time in mice, presumably via the well-known imidazole-mediated inhibition of cytochrome P-450. The structural features governing the anticonvulsant and sleeping-time activities appear to be distinct, but a complete dissociation of these two effects has not been achieved. Thus, the potential of these compounds as clinically useful antiepileptic drugs would appear to be limited.
• ROBERTSON D. W.; BEEDLE E. E.; LAWSON R.; LEANDER J. D., J. MED. CHEM., 30,(1987) N 5, 939-943
  作者：ROBERTSON D. W.、 BEEDLE E. E.、 LAWSON R.、 LEANDER J. D.

  DOI：——

  日期：——