carboxymethyl 3-hydroxypropyl disulfide

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: carboxymethyl 3-hydroxypropyl disulfide
• 英文别名: 2-(3-Hydroxypropyldisulfanyl)acetic acid；2-(3-hydroxypropyldisulfanyl)acetic acid
• 化学式: C₅H₁₀O₃S₂
• 分子量: 182.265
• InChiKey: AGMRNTXUBAISAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  福多司坦杂质 、 二硫醇二羟基乙酸 在 rhodium(III) chloride 作用下， 以 水 为溶剂， 反应 1.0h， 生成 carboxymethyl 3-hydroxypropyl disulfide
  参考文献：
  名称：

  RhCl3-catalyzed disulfide exchange reaction using water solvent in homogeneous and heterogeneous systems

  摘要：

  RhCl3 catalyzed the alkylthio exchange reaction of hydrophilic disulfides in water under homogeneous conditions, and equilibrium was attained in several hours. The reaction was applied to the exchange Of unprotected glutathione disulfide. The reaction of dimethyl disulfide and hydrophilic distilfides under heterogeneous conditions also proceeded effectively. The mechanism turned out to be dependent on the water solubility of the substrates: The reaction of bis(3-hydroxypropyl) disulfide took place in the dimethyl disulfide phase, whereas the reaction of bis(6-aminohexyl) disulfide dihydrochloride proceeded in the water phase. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.11.049

文献信息

• RhCl3-catalyzed disulfide exchange reaction using water solvent in homogeneous and heterogeneous systems
  作者：Mieko Arisawa、Atsushi Suwa、Masahiko Yamaguchi

  DOI：10.1016/j.jorganchem.2005.11.049

  日期：2006.3

  RhCl3 catalyzed the alkylthio exchange reaction of hydrophilic disulfides in water under homogeneous conditions, and equilibrium was attained in several hours. The reaction was applied to the exchange Of unprotected glutathione disulfide. The reaction of dimethyl disulfide and hydrophilic distilfides under heterogeneous conditions also proceeded effectively. The mechanism turned out to be dependent on the water solubility of the substrates: The reaction of bis(3-hydroxypropyl) disulfide took place in the dimethyl disulfide phase, whereas the reaction of bis(6-aminohexyl) disulfide dihydrochloride proceeded in the water phase. (c) 2005 Elsevier B.V. All rights reserved.