4-[1-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methylethyl]phenol | 111983-33-6

• 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-[1-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methylethyl]phenol
• 英文别名: α,α,α-(4-t-butyldimethylsilyloxyphenyl)dimethyl-p-cresol；Bisphenol A, TBDMS derivative；4-[2-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]propan-2-yl]phenol
• CAS: 111983-33-6
• 化学式: C₂₁H₃₀O₂Si
• 分子量: 342.554
• InChiKey: KIGFXSNMNBPIGO-UHFFFAOYSA-N

物化性质

• 沸点：
  410.9±33.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)
• 保留指数：
  2489.5

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[1-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methylethyl]phenol 在 4-二甲氨基吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 5-{4-[1-(4-hydroxyphenyl)-1-methylethyl]phenoxy}-5-oxopentanoic acid
  参考文献：
  名称：

  Development of an Enzyme-Linked Immunosorbent Assay for Bisphenol A Using Chicken Immunoglobulins

  摘要：

  Bisphenol A was coupled, after derivatization into a suitable hapten, to bovine serum albumin and ovalbumin in order to produce immunizing and coating antigens. The immunizing antigens were injected into chickens, which allowed the isolation of specific bisphenol A immunoglobulins from the egg yolk. These antibodies were used in an indirect competitive enzyme-linked immunosorbent assay for the determination of bisphenol A in aqueous solutions. Various parameters, influencing the assay sensitivity, were evaluated. The applicability of the assay for the determination of bisphenol A in milk was also studied. The assay was not as sensitive as other analytical techniques used in bisphenol A analysis, since typical 150 levels of 2.5 muM were reached in aqueous solutions. This study nevertheless illustrates the usefulness and the potency of chicken antibodies in the analysis of migration residues from packaging materials using immunochemical techniques. In addition, the assay showed to be quite specific for bisphenol A as well. Only for bisphenol A analogues, cross reactivities of about 40% were reached, enabling the use of the antibodies for the screening of bisphenol A and alike compounds.

  DOI：

  10.1021/jf0202739
• 作为产物：
  描述：

  双酚A 、 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， 反应 1.0h， 以32%的产率得到4-[1-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methylethyl]phenol
  参考文献：
  名称：

  Development of an Enzyme-Linked Immunosorbent Assay for Bisphenol A Using Chicken Immunoglobulins

  摘要：

  Bisphenol A was coupled, after derivatization into a suitable hapten, to bovine serum albumin and ovalbumin in order to produce immunizing and coating antigens. The immunizing antigens were injected into chickens, which allowed the isolation of specific bisphenol A immunoglobulins from the egg yolk. These antibodies were used in an indirect competitive enzyme-linked immunosorbent assay for the determination of bisphenol A in aqueous solutions. Various parameters, influencing the assay sensitivity, were evaluated. The applicability of the assay for the determination of bisphenol A in milk was also studied. The assay was not as sensitive as other analytical techniques used in bisphenol A analysis, since typical 150 levels of 2.5 muM were reached in aqueous solutions. This study nevertheless illustrates the usefulness and the potency of chicken antibodies in the analysis of migration residues from packaging materials using immunochemical techniques. In addition, the assay showed to be quite specific for bisphenol A as well. Only for bisphenol A analogues, cross reactivities of about 40% were reached, enabling the use of the antibodies for the screening of bisphenol A and alike compounds.

  DOI：

  10.1021/jf0202739

文献信息

• Templated Oligosaccharide Synthesis: Driving Forces and Mechanistic Aspects
  作者：Xiao G. Jia、Papapida Pornsuriyasak、Alexei V. Demchenko

  DOI：10.1021/acs.joc.6b02151

  日期：2016.12.16

  various lengths. Herein, we present our investigation of the mechanistic aspects of the templated synthesis that helped to design an improved template-linker combination. We demonstrate that bisphenol A as the template in combination with phthaloyl linker allows for superior stereoselectivity and yields in glycosylations. Several mechanistic studies explore origins of the enhanced stereoselectivity and

  我们之前曾传达过，使用刚性双酚A模板和各种长度的接头补充的分子内糖基化可以实现较高的α选择性。在这里，我们介绍了对模板化合成机制方面的研究，这些方面有助于设计出改进的模板-连接子组合。我们证明，双酚A作为模板与邻苯二甲酰基连接基结合使用，可实现出色的立体选择性和糖基化反应的收率。几项机理研究探索了使用邻苯二甲酰基连接基提高立体选择性和产率的起源。
• Synthesis of Binuclear Complexes Bound in an Enlarged Tetraphosphamacrocycle: Two Diphosphine Metal Units Linked in Front-to-Front Style
  作者：Tsutomu Mizuta、Yuta Inami、Kazuyuki Kubo、Katsuhiko Miyoshi

  DOI：10.1021/ic9013224

  日期：2009.8.17

  A large-hole tetraphosphamacrocycle 2, with four phosphorus centers separated at the corners of a 3.7 angstrom wide and 9.7 angstrom long rectangle, was synthesized by a stepwise cyclization reaction between PCI-bridged [1.1]ferrocenophane and bisphenol A in a 2:2 ratio. The macrocycle 2 could incorporate two Ag+ or Pt-0 fragments in the hole to provide binuclear complexes, which were identified as mu-2-[Ag(NCMe)(2)](2)(BF4)(2) (3) and mu-2-[Pt(PhCCPh)](2) (5), respectively, using X-ray and spectroscopic analysis. The X-ray structure of 3 demonstrates that the macrocycle 2 serves as a framework in which two diphosphine silver units are aligned in a front-to-front style, while that of 5 indicates that 2 can also bind two bulky Pt(PhCCPh) fragments by the flexible change of its conformation.