3-(4-chlorophenyl)-3-oxo-1-phenylpropane-1-sulfonic acid | 131327-05-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(4-chlorophenyl)-3-oxo-1-phenylpropane-1-sulfonic acid
• 英文别名: 3-(4-chlorophenyl)-1-phenyl-3-oxopropane sulphonic acid
• CAS: 131327-05-4
• 化学式: C₁₅H₁₃ClO₄S
• 分子量: 324.785
• InChiKey: VSTMHDICBUWUPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4'-chlorochalcone 在 sodium hydrogensulfite 、 三乙胺 作用下， 以 甲醇 、 水 、 甲苯 、 四氢呋喃 为溶剂， 生成 3-(4-chlorophenyl)-3-oxo-1-phenylpropane-1-sulfonic acid
  参考文献：
  名称：

  亚硫酸氢钠催化不对称加成反应到查尔酮中

  摘要：

  终于！在一个多世纪前发现，将亚硫酸氢盐添加到烯烃中仍然是最简单的脂族磺酸方法。现在已经实现了使用双功能氨基硫脲催化剂的催化对映选择性程序（见图）。从查耳酮以两种产率高产率和高对映选择性地获得磺酸。

  DOI：

  10.1002/anie.201102162

文献信息

• 3-OXOPROPANE-1-SULPHONIC ACIDS AND SULPHONATES
  申请人：DSM IP Assets B.V.

  公开号：EP1204636B1

  公开（公告）日：2004-10-27
• Method for Preparing Sulfur-Containing Compounds
  申请人：Mauro Adamo

  公开号：US20120029197A1

  公开（公告）日：2012-02-02

  The invention provides a method for preparing sulfur-containing compounds, the method comprising reacting a donor compound comprising at least one sulfur having at least one lone pair of electrons, with an acceptor compound; wherein the reaction occurs in the presence of an amine, optionally an amine catalyst, capable of activating the sulfur having at least one lone pair of electrons; and wherein the reaction occurs via the formation of an transient intermediate species, optionally a transient intermediate species, between the amine, optionally the amine catalyst and the donor compound; and wherein the donor compound is selected from the group consisting of a sulfurous acid, a sulfenic acid and a sulfinic acid or a salt, ester or amide of a sulfurous acid, a sulfenic acid and a sulfinic acid. The invention also provides sulfur-containing compounds of the formula: wherein R is selected from: (a) 1-(4-Nitro-phenyl)-3-oxo-3-phenyl-propane; (b) 2-(3-Methyl-4-nitro-isoxazol-5-yl)-1-phenyl-ethane; (c) 1-(4-Methoxy-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; (d) 2-(3-Methyl-4-nitro-isoxazol-5-yl)-1-(4-nitro-phenyl)-ethane; (e) 1-(4-Fluoro-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; (f) 1-(4-Chloro-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethane; and (g) 3-Oxo-cyclohexane. Finally, the invention provides use of chiral sulfur-containing compounds obtainable by the above-mentioned method or chiral sulfur-containing compounds as mentioned above for the resolution of racemic mixtures of amines.
• US6639103B1
  申请人：——

  公开号：US6639103B1

  公开（公告）日：2003-10-28
• Catalytic Enantioselective Addition of Sodium Bisulfite to Chalcones
  作者：Maria Moccia、Francesco Fini、Michela Scagnetti、Mauro F. A. Adamo

  DOI：10.1002/anie.201102162

  日期：2011.7.18

  At last! The addition of bisulfite to olefins, discovered over a century ago, remains the most straightforward approach to aliphatic sulfonic acids. A catalytic enantioselective procedure has now been realized that employs a bifunctional aminothiourea catalyst (see picture). Sulfonic acids were obtained from chalcones in high yields and high enantioselectivity and in both configurations.

  终于！在一个多世纪前发现，将亚硫酸氢盐添加到烯烃中仍然是最简单的脂族磺酸方法。现在已经实现了使用双功能氨基硫脲催化剂的催化对映选择性程序（见图）。从查耳酮以两种产率高产率和高对映选择性地获得磺酸。