2-(3-ethenylsulphonylpropoxy)ethylbenzene | 289896-28-2

• 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: 2-(3-ethenylsulphonylpropoxy)ethylbenzene
• 英文别名: 2-(3-ethenylsulfonylpropoxy)ethylbenzene
• CAS: 289896-28-2
• 化学式: C₁₃H₁₈O₃S
• 分子量: 254.35
• InChiKey: OZHDBJSOXDPUCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2-(3-ethenylsulphonylpropoxy)ethylbenzene 在 盐酸 、 三乙胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 4-hydroxy-7-{2-[(2-{[3-(2-phenylethoxy)propyl]sulfonyl}ethyl)amino]ethyl}-1,3-benzothiazol-2(3H)-one hydrochloride
  参考文献：
  名称：

  Development of a Manufacturing Process for Sibenadet Hydrochloride, the Active Ingredient of Viozan

  摘要：

  A process for commercial manufacture of the dual D-2-beta(2) receptor agonist sibenadet hydrochloride has been developed. The process relies upon introduction of operationally simple chemistry at the final stages where two key intermediates are reacted to assemble the final molecule, isolated by crystallization. A nine-stage sequence for synthesis of the key amine hydrochloride intermediate was developed, and modifications to the original process are described. Major strategic improvements were made in definition of the final route to the "side chain" precursor molecule, the second key intermediate, hinging around a thiyl radical addition and subsequent high-yielding telescoped processes for synthesis of this highly crystalline benzoate ester. Development of these chemistries is discussed, together with some issues surrounding definition of the final validated commercial processes.

  DOI：

  10.1021/op049953y
• 作为产物：
  描述：

  烯丙基苯乙基醚 在 Oxone 、 氯化亚砜 、 硼烷四氢呋喃络合物 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 41.0h， 生成 2-(3-ethenylsulphonylpropoxy)ethylbenzene
  参考文献：
  名称：

  Development of a Manufacturing Process for Sibenadet Hydrochloride, the Active Ingredient of Viozan

  摘要：

  A process for commercial manufacture of the dual D-2-beta(2) receptor agonist sibenadet hydrochloride has been developed. The process relies upon introduction of operationally simple chemistry at the final stages where two key intermediates are reacted to assemble the final molecule, isolated by crystallization. A nine-stage sequence for synthesis of the key amine hydrochloride intermediate was developed, and modifications to the original process are described. Major strategic improvements were made in definition of the final route to the "side chain" precursor molecule, the second key intermediate, hinging around a thiyl radical addition and subsequent high-yielding telescoped processes for synthesis of this highly crystalline benzoate ester. Development of these chemistries is discussed, together with some issues surrounding definition of the final validated commercial processes.

  DOI：

  10.1021/op049953y

文献信息

• Novel process
  申请人：AstraZeneca AB

  公开号：US20010031876A1

  公开（公告）日：2001-10-18

  The invention relates to a process for preparing benzothiazolone compounds having pharmacological activity and to intermediates used in their preparation.

  本发明涉及一种制备具有药理活性的苯并噻唑酮化合物的过程，以及用于它们制备的中间体。
• [EN] NOVEL PROCESS OF PREPARING A BENZOTHIAZOLONE COMPOUND<br/>[FR] NOUVEAU PROCEDE DE PREPARATION D'UN COMPOSE DE BENZOTHIAZOLONE
  申请人：ASTRAZENECA AB

  公开号：WO2000050413A1

  公开（公告）日：2000-08-31

  The invention relates to a process for preparing a benzothiazolone compound of formula (I), or a pharmaceutically acceptable salt or solvate thereof, wherein Ph represents a phenyl group, having pharmacological activity and to intermediates used in their preparation.