(4-bromo-3-methylphenoxy)(tert-butyl)dimethylsilane | 169315-83-7

• 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: (4-bromo-3-methylphenoxy)(tert-butyl)dimethylsilane
• 英文别名: (4-bromo-3-methylphenoxy)-tert-butyl-dimethylsilane
• CAS: 169315-83-7
• 化学式: C₁₃H₂₁BrOSi
• 分子量: 301.299
• InChiKey: CPCOCRAPKAYFCL-UHFFFAOYSA-N

物化性质

• 沸点：
  294.0±28.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-bromo-3-methylphenoxy)(tert-butyl)dimethylsilane 在 sodium hydroxide 、 四丁基氟化铵 、 叔丁基锂 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 3.0h， 生成 9-{1-[4-(4-carboxybutyloxy)-2-methylphenyl]}-3H-xanthen-3-one-6-yl-β-D-galactopyranoside
  参考文献：
  名称：

  An Enzymatically Activated Fluorescence Probe for Targeted Tumor Imaging

  摘要：

  beta-Galactosidase is a widely used reporter enzyme, but although several substrates are available for in vitro detection, its application for in vivo optical imaging remains a challenge. To obtain a probe suitable for in vivo use, we modified our previously developed activatable fluorescence probe, TG-beta Gal (J. Am. Chem. Soc. 2005, 127, 4888-4894), on the basis of photochemical and photophysical experiments. The new probe, AM-TG-beta Gal, provides a dramatic fluorescence enhancement upon reaction with beta-galactosidase, and further hydrolysis of the ester moiety by ubiquitous intracellular esterases affords a hydrophilic product that is well retained within the cells without loss of fluorescence. We used a mouse tumor model to assess the practical utility of AM-TG-beta Gal, after confirming that tumors in the model could be labeled with an avidin-beta-galactosidase conjugate. This conjugate was administered to the mice in vivo, followed by AM-TG-beta Gal, and subsequent ex vivo fluorescence imaging clearly visualized intraperitoneal tumors as small as 200 mu m. This strategy has potential clinical application, for example, in video-assisted laparoscopic tumor resection.

  DOI：

  10.1021/ja067710a
• 作为产物：
  描述：

  4-溴-3-甲基苯酚 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (4-bromo-3-methylphenoxy)(tert-butyl)dimethylsilane
  参考文献：
  名称：

  Organic synthesis using a hypervalent iodine reagent: unexpected and novel domino reaction leading to spiro cyclohexadienone lactones

  摘要：

  在六氟异丙醇和水反应条件下，1-(对羟基芳基)环丁醇与苯碘(III)二乙酸酯通过联锁反应生成螺环己二烯酮内酯。

  DOI：

  10.1039/b925687c

文献信息

• Fluorescent probe
  申请人：——

  公开号：US07868147B2

  公开（公告）日：2011-01-11

  A fluorescent probe which is represented by the following formula (I): (wherein, R1 represents a monovalent substituent other than hydrogen atom, carboxy group, or sulfo group; R2 represents hydrogen atom, or a monovalent substituent; R3 and R4 each independently represents hydrogen atom or a halogen atom; and R5 represents a monovalent group which is cleaved by contact with a measuring object, provided that a combination of R1 and R2 is selected so that the oxidation potential of the benzene ring to which they bind makes (1) the compound represented by the formula (I) substantially no fluorescent before the cleavage, and (2) a compound after the cleavage, which is derived from the compound represented by the formula (I), substantially highly fluorescent after the cleavage).

  以下公式（I）代表的一种荧光探针： （其中，R1代表除氢原子、羧基或磺酸基以外的单价取代基；R2代表氢原子或单价取代基；R3和R4各自独立代表氢原子或卤素原子；R5代表通过与测量对象接触而被裂解的单价基团，前提是R1和R2的组合选择使得它们结合的苯环的氧化电位使得（1）在裂解前，由公式（I）表示的化合物基本上无荧光，并且（2）裂解后，从由公式（I）表示的化合物衍生出的化合物在裂解后基本上具有高度荧光）。
• Palladium-Catalyzed Amination of Aryl Chlorides and Bromides with Ammonium Salts
  作者：Rebecca A. Green、John F. Hartwig

  DOI：10.1021/ol501739g

  日期：2014.9.5

  We report the palladium-catalyzed coupling of aryl halides with ammonia and gaseous amines as their ammonium salts. The coupling of aryl chlorides and ortho-substituted aryl bromides with ammonium sulfate forms anilines with higher selectivity for the primary arylamine over the diarylamine than couplings with ammonia in dioxane. The resting state for the reactions of aryl chlorides is different from

  我们报道了钯催化的芳基卤化物与氨和气态胺作为铵盐的偶联。芳基氯和邻位取代的芳基溴与硫酸铵偶联形成苯胺，与二恶烷中的氨偶联相比，对伯芳胺的选择性高于对二芳胺的选择性。芳基氯反应的静止状态与芳基溴反应的静止状态不同，并且提出这种静止状态的变化是为了解释两种卤代芳烃的反应选择性的差异。
• Organic synthesis using a hypervalent iodine reagent: unexpected and novel domino reaction leading to spiro cyclohexadienone lactones
  作者：Hiromichi Fujioka、Hideyuki Komatsu、Taeko Nakamura、Akihito Miyoshi、Kayoko Hata、Jnashuara Ganesh、Kenichi Murai、Yasuyuki Kita

  DOI：10.1039/b925687c

  日期：——

  The reaction of 1-(p-hydroxyaryl)cyclobutanols and phenyl iodide(III) diacetate in hexafluoroisopropanol and water produced spiro cyclohexadienone lactones via a domino reaction.

  在六氟异丙醇和水反应条件下，1-(对羟基芳基)环丁醇与苯碘(III)二乙酸酯通过联锁反应生成螺环己二烯酮内酯。
• Facile Access to Spiro[4.5]decanes through Oxidative Dearomatization-Induced Ring Expansion of Cyclobutanes
  作者：Yefeng Tang、Shuang Xi、Jingyang Zhang、Zhen Guo、Yumeng Zu、Yang Liu、Gelin Wang

  DOI：10.1055/a-1794-0770

  日期：2022.9

  A mechanistically interesting and practical method for the synthesis of functionalized spiro[4.5]decanes is developed, featuring oxidative dearomatization-induced ring expansion of cyclobutanes as the key element. The new method enables facile access to a variety of spiro[4.5]cyclohexadienones with good efficiency and generality. Further elaboration of the resulting products into other valuable scaffolds

  开发了一种机制上有趣且实用的功能化螺[4.5]癸烷的合成方法，其特点是氧化脱芳构化诱导的环丁烷扩环是关键元素。该新方法能够轻松获得多种螺[4.5]环己二烯酮，具有良好的效率和通用性。还探索了将所得产品进一步加工成其他有价值的支架，从而发现了一种有趣的化合物，该化合物显示出有希望的生物学特征。此外，我们还进行了全面的计算研究，深入了解反应机理。
• Modulators of peroxisome proliferator activated receptors (ppar)
  申请人：Gossett Stacy Lynn

  公开号：US20050075378A1

  公开（公告）日：2005-04-07

  The present invention is directed to a compound of formula I, and pharmaceutically acceptable salts, solvates, hydrates or stereoisomer thereof, which are useful in treating Syndrome X, Type II diabetes, hyperglycemia, hyperlipidemia, obesity, coagaulopathy, hypertension, arteriosclerosis, and other disorders related to Syndrome X as well as cardiovascular diseases.

  本发明涉及一种I式化合物，以及其药学上可接受的盐、溶剂、水合物或立体异构体，该化合物在治疗X综合征、2型糖尿病、高血糖、高脂血症、肥胖症、凝血障碍、高血压、动脉硬化以及与X综合征相关的其他疾病以及心血管疾病方面有用。