Benzyl-((S)-2-phenyl-1-p-tolylsulfanylmethyl-ethyl)-amine | 920760-40-3

• 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: Benzyl-((S)-2-phenyl-1-p-tolylsulfanylmethyl-ethyl)-amine
• CAS: 920760-40-3
• 化学式: C₂₃H₂₅NS
• 分子量: 347.524
• InChiKey: LHXJAQSVMOISSZ-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Benzyl-((S)-2-phenyl-1-p-tolylsulfanylmethyl-ethyl)-amine 、 (R)-1,1'-Bi-2-naphthol 在 三乙胺 、 三氯化磷 作用下， 以 甲苯 、 四氢呋喃 为溶剂， 以46%的产率得到Benzyl-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-((S)-2-phenyl-1-p-tolylsulfanylmethyl-ethyl)-amine
  参考文献：
  名称：

  Design and synthesis of new bidentate phosphoramidite ligands for enantioselective copper-catalyzed conjugate addition of diethylzinc to enones

  摘要：

  Several thioaryl- and phosphino-phosphoramidite ligands have been synthesized from commercially available beta-aminoalcohols. This new family of bidentate ligands are highly active in the enantioselective copper-catalyzed conjugate addition of diethylzinc to both cyclic and acyclic enones showing moderate to good enantiomeric excesses of up to 81%. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.029
• 作为产物：
  描述：

  S)-2-(叔丁氧羰基氨基)-3-苯基丙基甲烷磺酸盐 在 NaB(OAc)3 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Benzyl-((S)-2-phenyl-1-p-tolylsulfanylmethyl-ethyl)-amine
  参考文献：
  名称：

  Design and synthesis of new bidentate phosphoramidite ligands for enantioselective copper-catalyzed conjugate addition of diethylzinc to enones

  摘要：

  Several thioaryl- and phosphino-phosphoramidite ligands have been synthesized from commercially available beta-aminoalcohols. This new family of bidentate ligands are highly active in the enantioselective copper-catalyzed conjugate addition of diethylzinc to both cyclic and acyclic enones showing moderate to good enantiomeric excesses of up to 81%. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.029

文献信息

• Decarboxylative ring-opening of 2-oxazolidinones: a facile and modular synthesis of β-chalcogen amines
  作者：Fábio Z. Galetto、Cleiton da Silva、Ricardo I. M. Beche、Renata A. Balaguez、Marcelo S. Franco、Francisco F. de Assis、Tiago E. A. Frizon、Xiao Su

  DOI：10.1039/d2ra06070a

  日期：——

  We report herein the synthesis of primary and secondary β-chalcogen amines through the regioselective ring-opening reaction of non-activated 2-oxazolidinones promoted by in situ generated chalcogenolate anions. The developed one-step protocol enabled the preparation of β-selenoamines, β-telluroamines and β-thioamines with appreciable structural diversity and in yields of up to 95%.

  我们在此报告了通过原位生成的硫属元素酸盐阴离子促进的非活化 2-恶唑烷酮的区域选择性开环反应合成伯和仲 β-硫族胺。开发的一步法方案能够制备具有明显结构多样性的 β-硒胺、β-碲胺和 β-硫胺，收率高达 95%。