ethyl 4-(3-hydroxy-3-methylbut-1-yn-1-yl)benzoate

• 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 4-(3-hydroxy-3-methylbut-1-yn-1-yl)benzoate
• 英文别名: ethyl 4-(3-hydroxy-3-methylbut-1-ynyl)benzoate
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: GMIVBWHJTDDLAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4-(3-hydroxy-3-methylbut-1-yn-1-yl)benzoate 在 吡啶 、 氯化亚砜 、 N,N-二甲基甲酰胺 、 potassium hydroxide 作用下， 以 二氯甲烷 、 氯仿 、 异丙醇 为溶剂， 反应 7.5h， 生成 butyl 4-ethynylbenzoate
  参考文献：
  名称：

  Smectic liquid crystals comprising triazole banana shaped achiral molecules: Synthesis and characterization

  摘要：

  A series of novel liquid crystals containing [1,2,3]-triazole ring were synthesized via click chemistry. Their mesomorphic properties and photoelectric properties were investigated and the results indicated that most of compounds exhibited SmA over a wide temperature range (about 50 degrees C). The threshold voltage and the response time of the mixture, T4 and LC 50100 were shorten 0.43V and 71.5ms with respect to those of LC 50100 respectively.

  DOI：

  10.1080/15421406.2017.1289654
• 作为产物：
  描述：

  4-溴苯甲酸 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 硫酸 、 三乙胺 作用下， 反应 2.67h， 生成 ethyl 4-(3-hydroxy-3-methylbut-1-yn-1-yl)benzoate
  参考文献：
  名称：

  Smectic liquid crystals comprising triazole banana shaped achiral molecules: Synthesis and characterization

  摘要：

  A series of novel liquid crystals containing [1,2,3]-triazole ring were synthesized via click chemistry. Their mesomorphic properties and photoelectric properties were investigated and the results indicated that most of compounds exhibited SmA over a wide temperature range (about 50 degrees C). The threshold voltage and the response time of the mixture, T4 and LC 50100 were shorten 0.43V and 71.5ms with respect to those of LC 50100 respectively.

  DOI：

  10.1080/15421406.2017.1289654

文献信息

• Design, Synthesis and Anticancer Biological Evaluation of Novel 1,4-Diaryl- 1,2,3-triazole Retinoid Analogues of Tamibarotene (AM80)
  作者：Mariana Aleixo、Taís Garcia、Diego Carvalho、Luiz Viana、Marcos Amaral、Najla Kassab、Marilin Cunha、Indiara Pereira、Palimécio Guerrero Jr.、Renata Perdomo、Maria Matos、Adriano Baroni

  DOI：10.21577/0103-5053.20170119

  日期：——

  We report herein the design and synthesis via click chemistry of twelve novel triazole retinoid analogues of tamibarotene (AM80) and the evaluation of their anticancer activities against six cancer cell lines: HL60, K562, 786, HT29, MCF7 and PC3. Among the synthesized compounds, two were more potent than tamibarotene against solid tumor cells, and one of them had similar potency to tamibarotene against

  我们在这里报告的设计和合成通过点击化学的十二种新的他米巴罗汀（AM80）的三唑类视黄醇类似物及其对六种癌细胞系（HL60，K562、786，HT29，MCF7和PC3）的抗癌活性的评估。在合成的化合物中，有两种对实体瘤细胞的功效比他米巴罗汀强，其中一种对HL60细胞的功效与他米巴罗汀相似。这项工作中报道的类维生素A药他米巴罗汀（AM80）中酰胺基团与1,2,3-三唑核之间的生物立体交换是产生有用的抗癌化合物的有效策略。
• Synthesis of Isoquinolines through Ir^III -Catalyzed C-H Activation/Annulation from Benzimidates with Hydroxylisopropylalkynes
  作者：Mingliang Liu、Wanchun Gong、Erli You、Haizhen Zhang、Lei Shi、Weiguo Cao、Jingjing Shi

  DOI：10.1002/ejoc.201800410

  日期：2018.9.30

  An IrIII‐catalyzed cascade reaction consisting of C–H activation and annulation of benzimidates with hydroxylisopropylalkynes yields a broad range of isoquinolines in one step with good functional‐group tolerance and high efficiency.

  Ir- III催化的级联反应由C–H活化和苯甲二酸酯与羟基异丙基炔的环化反应组成，可一步合成多种异喹啉，具有良好的官能团耐受性和高效率。
• Silica- and polymer-supported platinum(II) polypyridyl complexes: synthesis and application in photosensitized oxidation of alkenes
  作者：Ke Feng、Ming-Li Peng、Deng-Hui Wang、Li-Ping Zhang、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1039/b916488j

  日期：——

  silica/polymer matrix by covalent ligand modification. The photophysical properties of the supported matrices are well retained as their model complexes, and the quantum yields for singlet oxygen ((1)O(2)) generation are comparable with that of TPP (tetraphenylporphyrin) under similar conditions. A preliminary application in photosensitized oxidation indicates the silica/polymer-supported matrices are

  通过共价配体修饰将方形平面聚吡啶铂（II）配合物引入到二氧化硅/聚合物基质中。支持的矩阵的光物理性质作为模型复合物得以很好地保留，并且在类似条件下，单线态氧（（1）O（2））产生的量子产率与TPP（四苯基卟啉）相当。在光敏氧化中的初步应用表明，二氧化硅/聚合物负载的基质是有前途的，可以通过简单过滤将其重复使用而不会损失反应性。此外，聚合物负载的基质在各种溶剂中显示出优异的相容性。
• Esters as Radical Acceptors: β‐NHC‐Borylalkenyl Radicals Induce Lactonization by C−C Bond Formation/Cleavage on Esters
  作者：Masaki Shimoi、Katsuhiro Maeda、Steven J. Geib、Dennis P. Curran、Tsuyoshi Taniguchi

  DOI：10.1002/anie.201902001

  日期：2019.5.6

  Substituted propargyl acetates are converted into 4‐boryl‐2(5H)‐furanones upon thermolysis in the presence of an N‐heterocyclic carbene borane (NHC‐borane) and di‐tert‐butyl peroxide. The acetyl methyl group is lost during the reaction as methane. Evidence suggests that the reaction proceeds by a sequence of radical events including: 1) addition of an NHC‐boryl radical to the triple bond; 2) cyclization

  在存在N-杂环卡宾硼烷（NHC-硼烷）和二叔丁基过氧化物的条件下进行热解后，取代的炔丙基乙酸酯会转化为4-硼基-2（5 H）-呋喃酮。在反应过程中，乙酰甲基以甲烷的形式损失。有证据表明该反应是通过一系列自由基事件进行的，这些事件包括：1）在三键上添加一个NHC-硼基自由基；2）将所得的β-硼烷基烯基环化成酯羰基；3）分解形成的烷氧基自由基，得到4-硼基-2（5 H）-呋喃酮和一个甲基自由基；4）从NHC-硼烷中抽出氢气以返回初始的NHC-硼基和甲烷。
• Synthesis and Properties of Substituted Polyacetylenes Containing Pyrene Moieties in the Side Group
  作者：Shou Sugano、Hiroaki Kouzai

  DOI：10.1246/bcsj.20150294

  日期：2016.1.15

  A novel phenylacetylene derivative containing a pyrene group was synthesized and polymerized with various Rh complex catalysts. The obtained polymers were soluble in common organic solvents such as...

  合成了一种含有芘基团的新型苯乙炔衍生物，并与各种Rh配合物催化剂聚合。所得聚合物可溶于常见的有机溶剂，如...