2-(2-phenylsulfonylmethyl-5-nitrophenyl)-1,3-dioxolane | 89303-40-2

• 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: 2-(2-phenylsulfonylmethyl-5-nitrophenyl)-1,3-dioxolane
• 英文别名: 2-{2-[(Benzenesulfonyl)methyl]-5-nitrophenyl}-1,3-dioxolane；2-[2-(benzenesulfonylmethyl)-5-nitrophenyl]-1,3-dioxolane
• CAS: 89303-40-2
• 化学式: C₁₆H₁₅NO₆S
• 分子量: 349.364
• InChiKey: LXFWRZZEYKVCIX-UHFFFAOYSA-N

物化性质

• 熔点：
  122-130 °C(Solv: benzene (71-43-2))
• 沸点：
  577.3±50.0 °C(Predicted)
• 密度：
  1.401±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-phenylsulfonylmethyl-5-nitrophenyl)-1,3-dioxolane 在 18-冠醚-6 、 硫酸 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 diethyl 6-nitro-naphthalene-2,3-dicarboxylate
  参考文献：
  名称：

  Simple Synthesis of 2-Nitronaphthalene Derivatives from Substitutedp-Nitrobenzyl Sulfones

  摘要：

  含有甲基磺酰基正交的羰基或氰基取代基的对硝基苄基砜与亲电的烯烃或炔烃作为迈克尔受体进行缩合，可以方便有效地获得取代的 2-硝基萘衍生物。

  DOI：

  10.1055/s-1994-35866
• 作为产物：
  描述：

  sodium benzenesulfonate 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 生成 2-(2-phenylsulfonylmethyl-5-nitrophenyl)-1,3-dioxolane
  参考文献：
  名称：

  Reactions of organic anions. Part 109. Vicarious nucleophilic substitution of hydrogen in nitroarenes with carbanions of .alpha.-haloalkyl phenyl sulfones

  摘要：

  DOI：

  10.1021/jo00183a003

文献信息

• Specific ortho orientation in the vicarious substitution of hydrogen in aromatic nitro compounds with carbanion of chloromethyl phenyl sulfone
  作者：M. Makosza、T. Glinka、A. Kinowski

  DOI：10.1016/s0040-4020(01)91141-x

  日期：1984.1

  Vicarious nucleophilic substitution of hydrogen atoms in nitroarenes with chloromethylphenyl sulfone proceeds selectively ortho to the nitro group when carried out in t-BuOK/THF base/solvent system. In the majority of 3-substituted nitrobenzene derivatives substitution occurs at the most hindered position 2. These conditions offer an efficient method of synthesis of 2,6 and 2,3-disubstituted nitrobenzene

  当在t-BuOK / THF碱/溶剂系统中进行硝基苯芳烃中的氢原子的替代亲核取代时，氯甲基苯基砜选择性地在硝基附近进行。在大多数3-取代的硝基苯衍生物中，大多数取代发生在受阻最大的位置2。这些条件提供了合成2,6和2,3-二取代的硝基苯衍生物的有效方法。
• Fluorescent probes for biological studies
  申请人：Imperiali Barbara

  公开号：US20060234206A1

  公开（公告）日：2006-10-19

  The present invention provides fluorescent compounds of formula (I) and methods monitoring protein-protein interactions.

  本发明提供了化合物的荧光化合物(I)的公式，并监测蛋白质相互作用的方法。
• FLUORESCENT PROBES FOR BIOLOGICAL STUDIES
  申请人：Imperiali Barbara

  公开号：US20090082577A1

  公开（公告）日：2009-03-26

  The present invention provides fluorescent compounds of formula (I) and methods monitoring protein-protein interactions.

  本发明提供了式(I)的荧光化合物和监测蛋白质相互作用的方法。
• Photophysics and Biological Applications of the Environment-Sensitive Fluorophore 6-<i>N</i>,<i>N</i>-Dimethylamino-2,3-naphthalimide
  作者：M. Eugenio Vázquez、Juan B. Blanco、B. Imperiali

  DOI：10.1021/ja0449168

  日期：2005.2.1

  We have synthesized a new environment-sensitive fluorophore, 6-N,N-dimethylamino-2,3-naphthalimide (6DMN). This chromophore exhibits valuable fluorescent properties as a biological probe with emission in the 500-600 nm range and a marked response to changes in the environment polarity. The 6DMN fluorescence is red-shifted in polar protic environments, with the maximum emission intensity shifting more than 100 nm from 491 nm in toluene to 592 nm in water. Additionally, the fluorescence quantum yield decreases more than 100-fold from chloroform (Phi = 0.225) to water (Phi = 0.002). The scope and applications of the 6DMN probe are expanded with the synthesis of an Fmoc-protected amino acid derivative (5), which contains the fluorophore. This unnatural amino acid has been introduced into several peptides, demonstrating that it can be manipulated under standard solid-phase peptide synthesis conditions. Peptides incorporating the new residue can be implemented for monitoring protein-protein interactions as exemplified in studies with Sire homology 2 (SH2) phosphotyrosine binding domains. The designed peptides exhibit a significant increase in the quantum yield of the long wavelength fluorescence emission band (596 nm) upon binding to selected SH2 domains (e.g., Crk SH2, Abl SH2, and PI3K SH2). The peptides can be used as ratiometric sensors, since the short wavelength band (460 nm) was found almost invariable throughout the titrations.
• MAKOSZA, M.;GOLINSKI, J.;BARAN, J., J. ORG. CHEM., 1984, 49, N 9, 1488-1494
  作者：MAKOSZA, M.、GOLINSKI, J.、BARAN, J.

  DOI：——

  日期：——