methyl (S)-2-(4-(tert-butyl)-4,5-dihydrooxazol-2-yl)-2-methylpropanedithioate | 1173586-54-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: methyl (S)-2-(4-(tert-butyl)-4,5-dihydrooxazol-2-yl)-2-methylpropanedithioate
• CAS: 1173586-54-3
• 化学式: C₁₂H₂₁NOS₂
• 分子量: 259.437
• InChiKey: KFGUTEIOGCRJBR-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl (S)-2-(4-(tert-butyl)-4,5-dihydrooxazol-2-yl)-2-methylpropanedithioate 、 L-叔亮氨醇 在 三乙胺 、 甲基磺酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.17h， 以76 mg的产率得到(S,S)-4-tert-butyl-2-[1-methyl-1-(4-tert-butyl-4,5-dihydro)oxazolyl]ethyl-2-thiazoline
  参考文献：
  名称：

  (N,N) vs. (N,S) chelation of palladium in asymmetric allylic substitution using bis(thiazoline) ligands: A theoretical and experimental study

  摘要：

  New thiazoline-containing ligands including non-symmetric bis(thiazolines) and oxazoline-thiazolines were synthesized and then compared to C-2-symmetric bis(thiazolines) in the palladium-catalyzed allylic substitution. The experimental results obtained in this study support the hypothesis of a competition between the (N,N) and the (N,S) palladium chelation, when sterically hindered bis(thiazolines) are used as ligands. A quantum chemical study performed on the Pd-complexes derived from three selected ligands, two C-2-symmetric bis(thiazolines) and one oxazoline-thiazoline, also supports this hypothesis. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.04.044
• 作为产物：
  描述：

  二硫化碳 、 (S)-4-叔丁基-2-异丙基-2-恶唑啉 、 碘甲烷 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以66%的产率得到methyl (S)-2-(4-(tert-butyl)-4,5-dihydrooxazol-2-yl)-2-methylpropanedithioate
  参考文献：
  名称：

  (N,N) vs. (N,S) chelation of palladium in asymmetric allylic substitution using bis(thiazoline) ligands: A theoretical and experimental study

  摘要：

  New thiazoline-containing ligands including non-symmetric bis(thiazolines) and oxazoline-thiazolines were synthesized and then compared to C-2-symmetric bis(thiazolines) in the palladium-catalyzed allylic substitution. The experimental results obtained in this study support the hypothesis of a competition between the (N,N) and the (N,S) palladium chelation, when sterically hindered bis(thiazolines) are used as ligands. A quantum chemical study performed on the Pd-complexes derived from three selected ligands, two C-2-symmetric bis(thiazolines) and one oxazoline-thiazoline, also supports this hypothesis. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.04.044