S-p-tolyl 2-methylprop-2-enethioate | 893445-23-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• 英文名称: S-p-tolyl 2-methylprop-2-enethioate
• 英文别名: S-(4-methylphenyl) 2-methylprop-2-enethioate
• CAS: 893445-23-3
• 化学式: C₁₁H₁₂OS
• 分子量: 192.282
• InChiKey: HQLUGQPSNCQCOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  S-p-tolyl 2-methylprop-2-enethioate 、 4-甲苯硫酚 在 air 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以77%的产率得到S-(p-tolyl) 2-hydroxy-2-methyl-3-(p-tolylthio)propanethioate
  参考文献：
  名称：

  DMSO-Mediated Difunctionalization of Electron-Deficient Olefins to Access β-Hydroxysulfides with High Chemoselectivity

  摘要：

  报道了一种通过DMSO介导的高度化学选择性合成β-羟基硫醚的新颖便捷方法。这种环保友好的反应适用于广泛的底物，并通过自由基过程以高选择性将所需的β-羟基硫醚以中等至良好的产率提供。此外，几种药用和生物活性分子也适用于这种反应条件，以良好的产率提供目标产物。

  DOI：

  10.1055/s-0041-1737341

文献信息

• Reactions of α,β-Unsaturated Thioesters with Platinum(0):  Implication of a Dual Mechanism Leading to the Formation of Acyl Platinum
  作者：Yasunori Minami、Tomohiro Kato、Hitoshi Kuniyasu、Jun Terao、Nobuaki Kambe

  DOI：10.1021/om050834w

  日期：2006.6.1

  The moderate reactivity of the alpha,beta-unsaturated thioester (ArS) C(O) C(A)-C(B)(H) toward Pt(PPh3)(2)( C2H4) has been used to extract thermodynamic and kinetic information pertaining to the oxidative addition of alpha,beta-unsaturated acid halide derivatives to low-valent transition-metal complexes. The results indicate acyl platinum product complexes can form by direct C-S bond cleavage or by attack of coordinated Pt(PPh3)(2) on the beta-carbon.
• RESPONSIVE MICROGEL AND METHODS RELATED THERETO
  申请人：SUPRATEK PHARMA, INC.

  公开号：EP1478403A1

  公开（公告）日：2004-11-24
• [EN] RESPONSIVE MICROGEL AND METHODS RELATED THERETO<br/>[FR] MICROGEL SENSIBLE ET SES PROCEDES ASSOCIES
  申请人：SUPRATEK PHARMA INC

  公开号：WO2003063909A1

  公开（公告）日：2003-08-07

  A responsive microgel is provided which responds volumetrically and reversibly to a change in one or more aqueous conditions selected from the group consisting of (temperature, pH, and ionic conditions) comprised of an ionizable network of covalently cross-linked homopolymeric ionizable monomers wherein the ionizable network is covalently attached to an amphiphilic copolymer to form a plurality of 'dangling chains' and wherein the 'dangling chains' of amphiphilic copolymer form immobile micelle-like aggregates in aqueous solution. A responsive microgel is further provided that comprises at least one therapeutic entity and delivers a substanially linear and sustained release of the therapeutic entity under physiological conditions.
• DMSO-Mediated Difunctionalization of Electron-Deficient Olefins to Access β-Hydroxysulfides with High Chemoselectivity
  作者：Bao Gao、Xiaojun Liu、Xiuli Zhang、Qian Yan、Ruiting Yang、Tao Jiang

  DOI：10.1055/s-0041-1737341

  日期：2022.5

  A novel and convenient method for the highly chemoselective synthesis of β-hydroxysulfides mediated by DMSO is reported. This eco-friendly reaction was amenable to a broad range of substrates and provided the desired β-hydroxysulfides in moderate to good yields with high selectivity via radical process. Moreover, several pharmaceutical and bioactive molecules were also suitable substrates for this reaction conditions to afford the targeted products in good yields.

  报道了一种通过DMSO介导的高度化学选择性合成β-羟基硫醚的新颖便捷方法。这种环保友好的反应适用于广泛的底物，并通过自由基过程以高选择性将所需的β-羟基硫醚以中等至良好的产率提供。此外，几种药用和生物活性分子也适用于这种反应条件，以良好的产率提供目标产物。