triethylammonium propranolol dithiocarbamate | 136912-12-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: triethylammonium propranolol dithiocarbamate
• CAS: 136912-12-4
• 化学式: C₆H₁₅N*C₁₇H₂₁NO₂S₂
• 分子量: 436.683
• InChiKey: VGEFJFMWZNKIAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  35.94
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  triethylammonium propranolol dithiocarbamate 、 2-(((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)disulfaneyl)-1-methylpyridin-1-ium trifluoromethanesulfonate 以 二氯甲烷 为溶剂， 以88%的产率得到[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]sulfanyl N-(2-hydroxy-3-naphthalen-1-yloxypropyl)-N-propan-2-ylcarbamodithioate
  参考文献：
  名称：

  A new procedure for the conversion of thiols into reactive sulfenylating agents

  摘要：

  Thiols may be converted in high yield into unsymmetrical 2-pyridyl disulfides 3. Treatment of these with alkylating agents (e.g., alkyl fluorosulfonates or oxonium salts) affords the corresponding N-alkylpyridyl disulfides 4, which are potent sulfenylating agents (Scheme II) and react smoothly with a variety of sulfur nucleophiles (e.g., thiols, thiones, thioamides, dithiocarbamates, thiocyanate, etc.) to afford disulfides, with amines to afford sulfenamides, and with beta-diketones to afford sulfides. This new method is particularly well-suited to the preparation of unsymmetrical disulfides and sulfenamides from complex and otherwise reactive thiols.

  DOI：

  10.1021/jo00023a039
• 作为产物：
  描述：

  二硫化碳 、 三乙胺 、 普萘洛尔 以 二氯甲烷 为溶剂， 生成 triethylammonium propranolol dithiocarbamate
  参考文献：
  名称：

  A new procedure for the conversion of thiols into reactive sulfenylating agents

  摘要：

  Thiols may be converted in high yield into unsymmetrical 2-pyridyl disulfides 3. Treatment of these with alkylating agents (e.g., alkyl fluorosulfonates or oxonium salts) affords the corresponding N-alkylpyridyl disulfides 4, which are potent sulfenylating agents (Scheme II) and react smoothly with a variety of sulfur nucleophiles (e.g., thiols, thiones, thioamides, dithiocarbamates, thiocyanate, etc.) to afford disulfides, with amines to afford sulfenamides, and with beta-diketones to afford sulfides. This new method is particularly well-suited to the preparation of unsymmetrical disulfides and sulfenamides from complex and otherwise reactive thiols.

  DOI：

  10.1021/jo00023a039