4-tosyloxy-benzylchloride | 169308-96-7

• 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-tosyloxy-benzylchloride
• 英文别名: [4-(Chloromethyl)phenyl] 4-methylbenzenesulfonate
• CAS: 169308-96-7
• 化学式: C₁₄H₁₃ClO₃S
• 分子量: 296.774
• InChiKey: WLCUXGDFHXBXCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-tosyloxy-benzylchloride 在 lithium bromide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以99%的产率得到4-(bromomethyl)phenyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Polymer-Supported Tripyridylmethane Derivatives: Lewis Acid Catalyzed Ring Opening of Styrene Oxide.

  摘要：

  Tri(2-pyridyl)methanol was allowed to react with 1% crosslinked gel-type chloromethylated polystyrene in the presence of a base to yield a polymeric tridentate ligand. A macroporous chloromethylated polymer was unreactive under the same conditions. In this case, grafting was accomplished after reaction of tri(2-pyridyl)methanol with a spacer containing a phenolic group, which after deprotonation readily reacted with the polymer. An Fe(III) complex of the polymeric ligand was used as a Lewis acid in the methanolysis of styrene oxide.

  DOI：

  10.3891/acta.chem.scand.50-0454
• 作为产物：
  描述：

  4-(hydroxymethyl)phenyl 4-methylbenzenesulfonate 在 氯化亚砜 作用下， 反应 6.0h， 以88%的产率得到4-tosyloxy-benzylchloride
  参考文献：
  名称：

  通过同时光化学产生酚阳离子自由基和羟基自由基的方法对酚进行区域选择性羟基化

  摘要：

  合成了具有N-氧化异喹啉侧基的取代酚，并研究了它们的光化学和发光特性。除了在异喹啉脱氧的前体之外，在区域选择性过程中，发现在酸性介质中的光解还产生相关的光羟基化产物。从供体苯酚到侧链异喹啉N的第一激发单重态（S 1）的质子化形式的光诱导电子转移充当受体的氧化物会导致红移发射电荷转移（CT）状态，实际上是自由基/阳离子-自由基对。N–OH键的均相还原会还原芳香族异喹啉核，并产生一个羟基自由基，该自由基可与酚阳离子自由基中所需的环碳偶合，从而在由酚阳离子的自旋密度控制的区域选择性过程中产生光羟基化产物激进的。这些光羟基化过程可有效地与酚阳离子自由基中去质子化的趋势进行竞争。光羟基化过程本身及其区域选择性不包括质子偶联的电子转移机理或连续的电子转移/去质子化反应。相比之下，

  DOI：

  10.1016/j.tet.2006.01.003

文献信息

• Microwave Assisted Selective Cleavage of Sulfonates and Sulfonamides in Dry Media
  作者：Gowravaram Sabitha、Sunny Abraham、B. V. Subba Reddy、J. S. Yadav

  DOI：10.1055/s-1999-2940

  日期：1999.11

  A simple and efficient method for the cleavage of Sulfonates and Sulfonamides has been achieved for the first time under microwave irradiation conditions using KF-Al2O3.

  首次在微波辐射条件下，采用KF-Al2O3成功实现了磺酸盐和磺酰胺的简单高效裂解方法。
• BETA-LACTAMASE INHIBITORS
  申请人：SUTTON Larry

  公开号：US20100261700A1

  公开（公告）日：2010-10-14

  Broad spectrum beta-lactamase inhibitors. Certain inhibitors also exhibit potent antibiotic activity in addition to beta-lactamase inhibition. Compounds of the invention are designed such that on cleavage of the beta-lactam ring reactive moieties are generated which can inactivate beta-lactamase. Also provided are methods of making beta-lactamase inhibitors and beta-lactam antibiotics exhibiting such inhibition. Additionally provided are pharmaceutical compositions for treatment or prevention of bacterial infections and methods of treatment of such infections.

  广谱β-内酰胺酶抑制剂。某些抑制剂除了抑制β-内酰胺酶外，还表现出强效的抗生素活性。本发明的化合物设计成在β-内酰胺环裂解时生成可以灭活β-内酰胺酶的反应性基团。还提供了制备β-内酰胺酶抑制剂和表现出这种抑制作用的β-内酰胺类抗生素的方法。此外还提供了用于治疗或预防细菌感染的药物组合物和治疗此类感染的方法。
• BOPOHKOB, A. P.;POLUKEEV, V. A.;POTEXIN, V. M., DEROT: VINITI 3079-B, 19860425, 37-43, IL.
  作者：BOPOHKOB, A. P.、POLUKEEV, V. A.、POTEXIN, V. M.

  DOI：——

  日期：——
• Regioselective hydroxylation of phenols by simultaneous photochemical generation of phenol cation-radical and hydroxyl radical
  作者：Daniel Collado、Ezequiel Perez-Inestrosa、Rafael Suau、Juan T. Lopez Navarrete

  DOI：10.1016/j.tet.2006.01.003

  日期：2006.3

  Substituted phenols having pendant isoquinoline N-oxide were synthesized and their photochemical and luminiscent properties studied. Photolysis in an acid medium was found to yield the related photohydroxylation products, in a regioselective process, in addition to the isoquinoline deoxygenated precursor. Photoinduced electron transfer from the donor phenols to the protonated form of the first excited

  合成了具有N-氧化异喹啉侧基的取代酚，并研究了它们的光化学和发光特性。除了在异喹啉脱氧的前体之外，在区域选择性过程中，发现在酸性介质中的光解还产生相关的光羟基化产物。从供体苯酚到侧链异喹啉N的第一激发单重态（S 1）的质子化形式的光诱导电子转移充当受体的氧化物会导致红移发射电荷转移（CT）状态，实际上是自由基/阳离子-自由基对。N–OH键的均相还原会还原芳香族异喹啉核，并产生一个羟基自由基，该自由基可与酚阳离子自由基中所需的环碳偶合，从而在由酚阳离子的自旋密度控制的区域选择性过程中产生光羟基化产物激进的。这些光羟基化过程可有效地与酚阳离子自由基中去质子化的趋势进行竞争。光羟基化过程本身及其区域选择性不包括质子偶联的电子转移机理或连续的电子转移/去质子化反应。相比之下，
• Polymer-Supported Tripyridylmethane Derivatives: Lewis Acid Catalyzed Ring Opening of Styrene Oxide.
  作者：Vincent Levacher、Hans Adolfsson、Christina Moberg、Georg W. Jensen、Inge L. Møller、Ruby I. Nielsen、Carl Erik Olsen、Connie N. Rosendahl、Monika Haugg、Nathalie Trabesinger-Rüf、Elmar G. Weinhold

  DOI：10.3891/acta.chem.scand.50-0454

  日期：——

  Tri(2-pyridyl)methanol was allowed to react with 1% crosslinked gel-type chloromethylated polystyrene in the presence of a base to yield a polymeric tridentate ligand. A macroporous chloromethylated polymer was unreactive under the same conditions. In this case, grafting was accomplished after reaction of tri(2-pyridyl)methanol with a spacer containing a phenolic group, which after deprotonation readily reacted with the polymer. An Fe(III) complex of the polymeric ligand was used as a Lewis acid in the methanolysis of styrene oxide.