3-acetylphenyl pivalate | 35086-46-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-acetylphenyl pivalate
• 英文别名: (3-Acetylphenyl) 2,2-dimethylpropanoate
• CAS: 35086-46-5
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: NAIZYAUFGNXEHW-UHFFFAOYSA-N

物化性质

• 沸点：
  322.6±25.0 °C(Predicted)
• 密度：
  1.058±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-acetylphenyl pivalate 在 copper(ll) bromide 作用下， 以 氯仿 、 乙酸乙酯 为溶剂， 以63%的产率得到[3-(2-Bromoacetyl)phenyl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  2-Amino-4-[3′-hydroxyphenyl]-4-hydroxybutanoic acid; A potent inhibitor of rat and recombinant human kynureninase

  摘要：

  A novel structural analogue of kynurenine, 2-amino-4-[3'-hydroxyphenyl]-4-hydroxybutanoic acid 6, was synthesised as an inhibitor of kynureninase. The compound had a significant inhibitory effect on kynureninase from both rat and human, giving a K-i of 100 nM. It was thus found that removal of the aryl amino group coupled with a reduction of the carbonyl group at position 7 of the alanine side chain greatly enhanced potency of the inhibitor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00758-2
• 作为产物：
  描述：

  3-羟基苯乙酮 、 三甲基乙酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 以85%的产率得到3-acetylphenyl pivalate
  参考文献：
  名称：

  铱催化的芳烃邻甲硅烷基化通过羟基导向的 C-H 活化

  摘要：

  已开发出芳基酮、苯甲醛和苯甲醇衍生物的邻甲硅烷化策略，其中羟基正式作为 Ir 催化芳烃 CH 键活化的指导元素。从羰基化合物或醇一锅生成（氢化）甲硅烷基醚，然后在降冰片烯作为氢受体和 1 mol % [Ir(cod)OMe ]2 和 1,10-菲咯啉作为催化剂形成苯并恶唑。通过 Tamao-Fleming 氧化或 Hiyama 交叉偶联转化为苯酚或联芳基衍生物证明了苯并恶唑产品的合成效用。CH 甲硅烷基化产物的这两种转化都利用系统中的 Si-O 键，并通过用氢氧化物活化甲硅烷基部分来进行，

  DOI：

  10.1021/ja1086547

文献信息

• Ni-Catalyzed Aryl Sulfide Synthesis through an Aryl Exchange Reaction
  作者：Ryota Isshiki、Miki B. Kurosawa、Kei Muto、Junichiro Yamaguchi

  DOI：10.1021/jacs.1c04215

  日期：2021.7.14

  Ni-catalyzed aryl sulfide synthesis through an aryl exchange reaction between aryl sulfides and a variety of aryl electrophiles was developed. By using 2-pyridyl sulfide as a sulfide donor, this reaction achieved the synthesis of aryl sulfides without using odorous and toxic thiols. The use of a Ni/dcypt catalyst capable of cleaving and forming aryl–S bonds was important for the aryl exchange reaction

  通过芳基硫化物与多种芳基亲电试剂之间的芳基交换反应，开发了镍催化芳基硫化物合成。通过使用2-吡啶基硫醚作为硫化物供体，该反应实现了芳基硫化物的合成，而无需使用有臭味和有毒的硫醇。使用能够裂解和形成芳基-S 键的 Ni/dcypt 催化剂对于 2-吡啶基硫化物和芳基亲电试剂之间的芳基交换反应很重要，包括芳族酯、芳醇衍生物和芳基卤化物。机理研究表明，Ni/dcypt 可以同时进行芳基硫化物和芳族酯的氧化加成，然后在生成的芳基-Ni-SR 和芳基-Ni-OAr 物种之间进行配体交换，以提供芳基交换化合物。
• TRIPHENYLETHYLENE COMPOUNDS AND USES THEREOF
  申请人：Purdue Research Foundation

  公开号：US20170144975A1

  公开（公告）日：2017-05-25

  Triphenylethylene compounds as dual aromatase inhibitors and selective estrogen receptors modulators are described. Also described are methods for treating patients of breast cancers, and patients of breast cancer comorbid with osteoporosis, using the described triphenylethylence compounds or pharmaceutical formulations thereof.

  描述了三苯乙烯化合物作为双重芳香化酶抑制剂和选择性雌激素受体调节剂。还描述了使用所述三苯乙烯化合物或其药物制剂治疗乳腺癌患者和乳腺癌合并骨质疏松症患者的方法。
• DE2061864
  申请人：——

  公开号：——

  公开（公告）日：——
• CH566963
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of Triphenylethylene Bisphenols as Aromatase Inhibitors That Also Modulate Estrogen Receptors
  作者：Wei Lv、Jinzhong Liu、Todd C. Skaar、Elizaveta O’Neill、Ge Yu、David A. Flockhart、Mark Cushman

  DOI：10.1021/acs.jmedchem.5b01677

  日期：2016.1.14

  A series of triphenylethylene bisphenol analogues of the selective estrogen receptor modulator (SERM) tamoxifen were synthesized and evaluated for their abilities to inhibit aromatase, bind to estrogen receptor alpha (ER-alpha) and estrogen receptor beta (ER-beta), and antagonize the activity of beta-estradiol in MCF-7 human breast cancer cells. The long-range goal has been to create dual aromatase inhibitor (AI)/selective estrogen receptor modulators (SERMs). The hypothesis is that in normal tissue the estrogenic SERM activity of a dual AI/SERM could attenuate the undesired effects stemming from global estrogen depletion caused by the AI activity of a dual AI/SERM, while in breast cancer tissue the antiestrogenic SERM activity of a dual AI/SERM could act synergistically with AI activity to enhance the antiproliferative effect. The potent aromatase inhibitory activities and high ER-a and ER-beta binding affinities of several of the resulting analogues, together with the facts that they antagonize beta-estradiol in a functional assay in MCF-7 human breast cancer cells and they have no E/Z isomers, support their further development in order to obtain dual AI/SERM agents for breast cancer treatment.