ethyl (E)-3-(benzylthio)-3-phenylacrylate | 38232-80-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl (E)-3-(benzylthio)-3-phenylacrylate
• 英文别名: E-ethyl 3-(benzylthio)-3-phenylacrylate；β-(Benzylthio)-cis-zimtsaeureethylester；ethyl (E)-3-benzylsulfanyl-3-phenylprop-2-enoate
• CAS: 38232-80-3
• 化学式: C₁₈H₁₈O₂S
• 分子量: 298.406
• InChiKey: BECHRQLLHSAYDY-GHRIWEEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苄硫醇 、 苯丙炔酸乙酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 以37%的产率得到ethyl (E)-3-(benzylthio)-3-phenylacrylate
  参考文献：
  名称：

  Asymmetric hydrogenation of alkyl(vinyl)thioethers: a promising approach to α-chiral thioethers

  摘要：

  This paper describes the enantio selective hydrogenation of vinylthioethers. We show that thioether derivatives of maleic esters can be hydrogenated with full conversion and up to 60% ee, and that alpha-thioether cinnamic acids can be hydrogenated in 51% ee with modest conversion. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.11.020

文献信息

• Stereoselective addition of aliphatic thiols to internal alkynes in a catalytic system with palladium “nanosalt” as an active site
  作者：N. V. Orlov、I. V. Chistyakov、Z. A. Starikova、V. P. Ananikov、I. P. Beletskaya

  DOI：10.1007/s11172-013-0007-3

  日期：2013.1

  efficient catalytic system based on easily available palladium acetate was developed for the selective addition of aliphatic thiols to the triple bond of internal alkynes. Formed in situ [M(SR)2]n nanostructured particles were found to be an active form of the catalyst. It was experimentally confirmed for the first time that the most active form of the catalyst for thiol addition to internal alkynes is formed

  开发了一种基于容易获得的醋酸钯的高效催化系统，用于将脂肪族硫醇选择性加成到内部炔烃的三键上。发现原位形成的 [M(SR)2]n 纳米结构颗粒是催化剂的活性形式。实验首次证实，硫醇加成到内部炔烃的催化剂的最活性形式仅在含有两种反应物，即炔烃和硫醇的反应混合物中形成。
• Aryl-substituted thiophene 3-ols, derivatives and analogs, as lipoxygenase inhibitors
  申请人：Merck & Co., Inc.

  公开号：EP0318066A1

  公开（公告）日：1989-05-31

  Aryl substituted thiophenes 3-ols, its dihydro derivatives, 1-oxide and 1,1-dioxide analogs, as well as aryl substituted furans, are 5-lipoxygenase inhibitors useful in the treatment of inflammation and other leukotriene-mediated diseases.

  芳基取代的噻吩 3-醇、其二氢衍生物、1-氧化物和 1,1-二氧化物类似物以及芳基取代的呋喃是 5-脂氧合酶抑制剂，可用于治疗炎症和其他白三烯介导的疾病。
• US4999436A
  申请人：——

  公开号：US4999436A

  公开（公告）日：1991-03-12