S-(4-methylbenzyl) 4-methylbenzenesulfonothioate | 53291-34-2

• 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: S-(4-methylbenzyl) 4-methylbenzenesulfonothioate
• 英文别名: 1-Methyl-4-[(4-methylphenyl)sulfonylsulfanylmethyl]benzene
• CAS: 53291-34-2
• 化学式: C₁₅H₁₆O₂S₂
• 分子量: 292.423
• InChiKey: GCXGPJOHHXBRAA-UHFFFAOYSA-N

物化性质

• 沸点：
  443.7±55.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

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：
  0.2
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-(4-methylbenzyl) 4-methylbenzenesulfonothioate 在 六乙基亚磷酸胺 作用下， 以 乙醚 为溶剂， 生成 1-methyl-4-((4-methylbenzyl)sulfonyl)benzene
  参考文献：
  名称：

  Organic sulfur chemistry. IX. Chemistry of thiolsulfonates and related derivatives. Nucleophilic reactions on sulfenyl sulfur

  摘要：

  DOI：

  10.1021/jo00801a017
• 作为产物：
  描述：

  potassium thiotosylate 、 4-甲基苄溴 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以93.9%的产率得到S-(4-methylbenzyl) 4-methylbenzenesulfonothioate
  参考文献：
  名称：

  A mild and facile synthesis of aryl and alkenyl sulfides via copper-catalyzed deborylthiolation of organoborons with thiosulfonates

  摘要：

  一种简单、高效、无臭味的铜催化芳基硼和烯基硼与硫代磺酸酯的脱硼硫化反应在温和条件下实现。

  DOI：

  10.1039/c5cc07463k

文献信息

• Transition‐Metal‐Free Synthesis of Unsymmetrical Disulfides <i>via</i> Three‐Component Reaction of Thiosulfonates, Thiourea and Alkyl halides
  作者：Dungai Wang、Quan He、Keqiang Shi、Mingteng Xiong、Yifeng Zhou、Yuanjiang Pan

  DOI：10.1002/adsc.202100165

  日期：2021.6.8

  A transition-metal-free approach to synthesize unsymmetrical disulfides is reported that relies on a K2CO3-promoted one-pot reaction of thiosulfonates, thiourea and alkyl halides under mild conditions. The protocol tolerates a wide range of substrates, leading to various types of unsymmetrical disulfides in moderate to excellent yields. More importantly, the late-stage modification of natural products

  据报道，一种合成不对称二硫化物的无过渡金属方法依赖于在温和条件下K 2 CO 3促进的硫代磺酸盐、硫脲和烷基卤化物的一锅反应。该协议容忍广泛的底物，导致各种类型的不对称二硫化物，产量中等至极好。更重要的是，还实现了天然产物和药物分子的后期修饰。
• Phenylboronic acid-catalyzed tandem construction of S–S and C–S bonds: a new method for the synthesis of benzyl disulfanylsulfone derivatives from <i>S</i>-benzyl thiosulfonates
  作者：Raju Jannapu Reddy、Md. Waheed、Gamidi Rama Krishna

  DOI：10.1039/d0ob00442a

  日期：——

  A unique phenylboronic acid-catalyzed dimerization-sulfonylation of S-benzyl thiosulfonates has been disclosed. A metal-free tandem construction of S-S and C-S bonds is an operationally simple method to access a wide range of benzyl disulfanylsulfone derivatives in high to excellent yields. Moreover, the robustness of this tandem transformation has been demonstrated by gram-scale reactions, and a plausible

  已经公开了独特的苯基硼酸催化的S-苄基硫代磺酸酯的二聚-磺酰化。SS和CS键的无金属串联结构是一种操作简单的方法，可以以高收率或优异收率获得各种苄基二硫基砜衍生物。此外，这种级联转化的鲁棒性已通过克级反应证明，并且还提出了合理的机制。
• Asymmetric Synthesis of Chiral <i>α</i> -Substituted Mercaptoglycine Derivatives via <i>α</i> -Sulfenylation of Ni(II) Complex of Glycine and <i>S</i> -Substituted 4-Methylbenzenesulfonothioate
  作者：Jia Li、Xiaohan Song、Shengbin Zhou、Jiang Wang、Hong Liu

  DOI：10.1002/cjoc.201700137

  日期：2017.9

  The asymmetric α‐sulfenylation of Ni(II) complex of glycine with S‐substituted 4‐methylbenzenesulfonothioate is reported. Due to the mild and simple reaction conditions, this asymmetric reaction is compatible with various functional groups.

  报道了甘氨酸的Ni（II）配合物与S-取代的4-甲基苯磺酸盐的不对称α-亚磺酰基化。由于反应条件温和和简单，该不对称反应与各种官能团相容。
• Synthesis of Ajoene Analogues by Novel Synthetic Strategies
  作者：Marina Yamamoto Raynbird、Shaista S. Khokhar、Daniel Neef、Gareth J. S. Evans、Thomas Wirth

  DOI：10.1002/chem.202005023

  日期：2021.2.10

  Ajoene is a compound found in garlic extracts exhibiting a large range of biological activity. Novel ajoene analogues have been prepared in the search of compounds with superior bioactivity. Modifications include the alteration of the sulfoxide, the central alkene and the terminal allyl groups.

  阿霍烯是在大蒜提取物中发现的一种化合物，具有广泛的生物活性。为了寻找具有优异生物活性的化合物，已经制备了新的阿霍烯类似物。修饰包括亚砜，中心烯烃和末端烯丙基的改变。
• Pyrone derivatives as protease inhibitors and antiviral agents
  申请人：Warner-Lambert Company

  公开号：US05808062A1

  公开（公告）日：1998-09-15

  The present invention relates to novel tri- and tetrasubstituted pyrones and related structures which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The pyrone derivatives are useful in the development of therapies for the treatment of bacterial and viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of multifunctionalized pyrones and of related structures.

  本发明涉及新颖的三取代和四取代吡喃酮及相关结构，能有效抑制HIV天冬氨酸蛋白酶，阻止HIV的感染性。这些吡喃酮衍生物在开发治疗细菌和病毒感染以及疾病，包括艾滋病的疗法中是有用的。本发明还涉及多功能吡喃酮及相关结构的合成方法。