tert-Butyl 2-(4-methylphenylsulphonylmethyl) acrylate | 146137-50-0

• 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: tert-Butyl 2-(4-methylphenylsulphonylmethyl) acrylate
• 英文别名: Tert-butyl 2-[(4-methylphenyl)sulfonylmethyl]prop-2-enoate
• CAS: 146137-50-0
• 化学式: C₁₅H₂₀O₄S
• 分子量: 296.387
• InChiKey: PITMVMWZWLGUTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-Butyl 2-(4-methylphenylsulphonylmethyl) acrylate 在 potassium carbonate 、 三乙胺 作用下， 反应 22.5h， 生成 (E)-tert-Butyl 2-(2-methoxyethoxymethyl)-3-(p-toluenesulphonyl)acrylate
  参考文献：
  名称：

  Stereoselective synthesis of a candoxatril intermediate asymmetric hydrogenation

  摘要：

  A four step synthesis of a chiral glutarate half ester intermediate, required for the preparation of candoxatril, has been developed from t-butyl acrylate. The key steps in this route include a stereoselective synthesis of a trisubstituted alkene and its asymmetric hydrogenation with a Ru-BINAP catalyst. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02687-2
• 作为产物：
  描述：

  甲基丙烯酸叔丁酯 在 碘 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 35.25h， 生成 tert-Butyl 2-(4-methylphenylsulphonylmethyl) acrylate
  参考文献：
  名称：

  Stereoselective synthesis of a candoxatril intermediate asymmetric hydrogenation

  摘要：

  A four step synthesis of a chiral glutarate half ester intermediate, required for the preparation of candoxatril, has been developed from t-butyl acrylate. The key steps in this route include a stereoselective synthesis of a trisubstituted alkene and its asymmetric hydrogenation with a Ru-BINAP catalyst. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02687-2

文献信息

• Preparation of glutaric acid derivatives
  申请人：Pfizer Inc.

  公开号：US05166406A1

  公开（公告）日：1992-11-24

  The invention provides a process for preparing a compound of the formula: ##STR1## or a base salt thereof, wherein R.sup.2 is hydrogen or C.sub.1 -C.sub.6 alkyl optionally substituted by up to 3 substituents each independently selected from the group consisting of C.sub.1 -C.sub.6 alkoxy and C.sub.1 -C.sub.6 alkoxy(C.sub.1 -C.sub.6 alkoxy)-; and R.sup.3 is C.sub.1 -C.sub.6 alkyl or benzyl, said benzyl group being optionally ring-substituted by up to 2 nitro or C.sub.1 -C.sub.4 alkoxy substituents comprising reacting a compound of the formula: ##STR2## wherein R.sup.1 is C.sub.1 -C.sub.4 alkyl, phenyl or benzyl or C.sub.1 -C.sub.4 alkoxy; and R.sup.2 and R.sup.3 are as previously defined for a compound of the formula (I), with hydrogen peroxide or a source of peroxide ions: said process being optionally followed by conversion of the compound of the formula (I) to a base salt thereof. The present invention also relates to novel compounds of the formula (II).

  该发明提供了一种制备下式化合物的过程：##STR1##或其相应的碱盐，其中R.sup.2是氢或C.sub.1-C.sub.6烷基，可选地被高达3个取代基取代，每个取代基独立地选自C.sub.1-C.sub.6烷氧基和C.sub.1-C.sub.6烷氧基(C.sub.1-C.sub.6烷氧基)-；和R.sup.3是C.sub.1-C.sub.6烷基或苄基，所述苄基可选地被高达2个硝基或C.sub.1-C.sub.4烷氧基取代基取代，包括将下式化合物与过氧化氢或过氧化物离子源反应：##STR2##其中R.sup.1是C.sub.1-C.sub.4烷基、苯基或苄基或C.sub.1-C.sub.4烷氧基；而R.sup.2和R.sup.3如前所述定义为上述式(I)的化合物，随后可选择性地将式(I)的化合物转化为其相应的碱盐。本发明还涉及新的式(II)化合物。
• Decarboxylative Allylation of Silanecarboxylic Acids Enabled by Organophotocatalysis
  作者：Guodong Zhang、Kaiping Wang、Duo Zhang、Chengyu Zhang、Wei Tan、Zhanzhan Chen、Feng Chen

  DOI：10.1021/acs.orglett.3c02907

  日期：2023.10.13

  allylsilanes, particularly from readily available allyl sulfones and stable silanecarboxylic acids as silyl radical precursors. Further investigations reveal that this strategy is also generally compatible with vinyl sulfones to access vinylsilanes. The silver catalytic system opens up an alternative entry to realize the decarboxylative allylation of silanecarboxylic acids.

  在此，我们提出了一种在温和条件下可见光促进的无过渡金属的烯丙基硅烷化反应。该方案由廉价的有机光催化剂实现，并提供了高效且简洁的取代烯丙基硅烷的合成路线，特别是使用容易获得的烯丙基砜和稳定的硅烷羧酸作为甲硅烷基自由基前体。进一步的研究表明，该策略通常也与乙烯基砜相容以获取乙烯基硅烷。银催化体系为实现硅烷羧酸的脱羧烯丙基化开辟了新的途径。
• PHOTOPOLYMERIZABLE DENTAL COMPOSITES WITH RAPID CURING AND LOW SHRINKAGE STRESS
  申请人：Ivoclar Vivadent AG

  公开号：US20200165363A1

  公开（公告）日：2020-05-28

  Radically polymerizable material, which contains (a) 0.01 to 5 wt.-% of at least one transfer reagent, (b) 5 to 60 wt.-% of at least one multifunctional (meth)acrylate or a mixture of mono- and multifunctional (meth)acrylates, (c) 0.01 to 3.0 wt.-% of a mixture of at least one monomolecular and at least one bimolecular photoinitiator, (d) 30 to 90 wt.-% of at least one filler, and (e) optionally additive(s), wherein the material contains as transfer reagent (a) at least one allyl sulfone of Formula I and/or a vinyl sulfone ester of Formula II.
• Stereoselective synthesis of a candoxatril intermediate asymmetric hydrogenation
  作者：Stephen Challenger、Andrew Derrick、Clive P. Mason、Terry V. Silk

  DOI：10.1016/s0040-4039(98)02687-2

  日期：1999.3

  A four step synthesis of a chiral glutarate half ester intermediate, required for the preparation of candoxatril, has been developed from t-butyl acrylate. The key steps in this route include a stereoselective synthesis of a trisubstituted alkene and its asymmetric hydrogenation with a Ru-BINAP catalyst. (C) 1999 Elsevier Science Ltd. All rights reserved.