3-(4-Vinylbenzyloxy)benzyl alcohol | 312767-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-Vinylbenzyloxy)benzyl alcohol
• CAS: 312767-10-5
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: DNHQBLBIGVNAIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(4-Vinylbenzyloxy)benzyl alcohol 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以91%的产率得到3-(4-Vinylbenzyloxy)benzyl bromide
  参考文献：
  名称：

  水溶性肽超分子编码的酸性肽

  摘要：

  肽的序列特异性识别在许多化学和生物学应用中具有极其重要的意义，但由于氨基酸侧链的微小差异而难以实现。已知酸性肽在细胞生长和基因表达中起重要作用。在这项工作中，我们报告分子印迹的胶束，其编码带有酸性肽的酸性和疏水性侧链的分子识别信息。印迹受体可以将酸性氨基酸与其他极性和非极性氨基酸区分开，对于包含多达18个氨基酸的生物活性肽，其解离常数为数十纳摩尔。

  DOI：

  10.1002/chem.201703760
• 作为产物：
  描述：

  3-羟基苯甲醇 、 4-氯甲基苯乙烯 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以80%的产率得到3-(4-Vinylbenzyloxy)benzyl alcohol
  参考文献：
  名称：

  水溶性肽超分子编码的酸性肽

  摘要：

  肽的序列特异性识别在许多化学和生物学应用中具有极其重要的意义，但由于氨基酸侧链的微小差异而难以实现。已知酸性肽在细胞生长和基因表达中起重要作用。在这项工作中，我们报告分子印迹的胶束，其编码带有酸性肽的酸性和疏水性侧链的分子识别信息。印迹受体可以将酸性氨基酸与其他极性和非极性氨基酸区分开，对于包含多达18个氨基酸的生物活性肽，其解离常数为数十纳摩尔。

  DOI：

  10.1002/chem.201703760

文献信息

• Immobilization of BINOL by Cross-Linking Copolymerization of Styryl Derivatives with Styrene, and Applications in Enantioselective Ti and Al Lewis Acid Mediated Additions of Et2Zn and Me3SiCN to Aldehydes and of Diphenyl Nitrone to Enol Ethers
  作者：Holger Sellner、Claude Faber、P. Beat Rheiner、Dieter Seebach

  DOI：10.1002/1521-3765(20001016)6:20<3692::aid-chem3692>3.0.co;2-0

  日期：2000.10.16

  The chiral ligand 1,1'-bi-2-naphthol (BINOL) has been succesfully immobilized on polystyrene. Several dendritic and non-dendritic BINOL derivatives (3, and 13-17), bearing at least two polymerizable styryl groups, were prepared and fully characterized. Suspension copolymerization of the MOM- or TIPS-protected cross-linking BINOL ligands (MOM = methyloxymethyl, TIPS = triisopropylsilyl) with styrene, cleavage of the protecting-groups, and loading with a Lewis-acid afforded catalytically active polystyrene-supported BINOLates. The polymer-bound BINOLs p-3, and p-13-p-16 were tested in the Ti-BINOLate-mediated addition of Et2Zn to PhCHO. The enantioselectivities (up to 93%) and conversions obtained with the polymer-bound catalysts were in most cases identical (within experimental error) to those obtained with the unsubstituted 1,1'-bi-2-naphthol and with the non-polymerized BINOL cross-linkers under homogeneous conditions. Special focus was put on the reusability of the supported catalyst: the polymer-beads were used in up to 20 consecutive catalytic runs, with the best polymers showing no or only minor loss of selectivity. BINOL-polymers p-17, obtained by copolymerization of a 3,3'-distyryl-substituted BINOL 17a with styrene, were used in the BINOL AlMe-mediated cycloaddition of diphenyl nitrone with alkyl vinyl ethers. In all cases the exolendo selectivity (greater than or equal to 92:8) and the enantioselectivities with which the exo-cycloadducts were formed (greater than or equal to 95%) correspond to those observed in the homogeneous reactions. A dendritically cross-linked BINOL-polymer was also employed in the Ti-BINOLate-mediated cyanosilylation of pivalaldehyde. The enantiopurity of the cyanohydrine obtained in the first run was as high as in the homogeneous reaction (72%); surprisingly the catalytic performance of the supported catalyst increased steadily during the first catalytic cycles to reach 83%. Thus, cross-linking BINOLs can be succesfully incorporated into a polystyrene matrix (without racemization!) to give poly mer-bound BINOL ligands that give excellent performance over many catalytic cycles with catalytic activities comparable with those of soluble analogues.
• Water-Soluble Nanoparticle Receptors Supramolecularly Coded for Acidic Peptides
  作者：Shixin Fa、Yan Zhao

  DOI：10.1002/chem.201703760

  日期：2018.1.2

  recognition of peptides is of enormous importance to many chemical and biological applications, but has been difficult to achieve due to the minute differences in the side chains of amino acids. Acidic peptides are known to play important roles in cell growth and gene expression. In this work, we report molecularly imprinted micelles coded with molecular recognition information for the acidic and hydrophobic

  肽的序列特异性识别在许多化学和生物学应用中具有极其重要的意义，但由于氨基酸侧链的微小差异而难以实现。已知酸性肽在细胞生长和基因表达中起重要作用。在这项工作中，我们报告分子印迹的胶束，其编码带有酸性肽的酸性和疏水性侧链的分子识别信息。印迹受体可以将酸性氨基酸与其他极性和非极性氨基酸区分开，对于包含多达18个氨基酸的生物活性肽，其解离常数为数十纳摩尔。