[3,5-Bis-((S)-1-methoxy-ethyl)-[1,2,4]triazol-4-yl]-[1-p-tolyl-meth-(E)-ylidene]-amine | 180857-98-1

• 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: [3,5-Bis-((S)-1-methoxy-ethyl)-[1,2,4]triazol-4-yl]-[1-p-tolyl-meth-(E)-ylidene]-amine
• CAS: 180857-98-1
• 化学式: C₁₆H₂₂N₄O₂
• 分子量: 302.376
• InChiKey: GZBYUTSGZKJKLB-AHTQIVJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  61.53
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  苯基溴化镁 、 [3,5-Bis-((S)-1-methoxy-ethyl)-[1,2,4]triazol-4-yl]-[1-p-tolyl-meth-(E)-ylidene]-amine 以 四氢呋喃 、 甲苯 为溶剂， 生成 3,5-bis[(1S)-1-methoxyethyl]-N-[(R)-(4-methylphenyl)-phenylmethyl]-1,2,4-triazol-4-amine 、 3,5-bis[(1S)-1-methoxyethyl]-N-[(S)-(4-methylphenyl)-phenylmethyl]-1,2,4-triazol-4-amine
  参考文献：
  名称：

  Synthesis and highly diastereoselective alkylation of chiral N-[(S,S)-3,5-bis(1-methoxyethyl)-1,2,4-triazol-4-yl]arylimines

  摘要：

  (S,S)-4-Amino-35-bis(1-hydroxyethyl)-1,2,4-triazole 2 (SAT) (from (S)-lactic acid and hydrazine hydrate) reacted with substituted benzaldehydes 6 to afford N-[(S,S)-3,5-bis(1-hydroxyethyl)-1,2,4-triazol-4-yl]arylimines 3 in excellent yield. Protection of the hydroxyl groups in compounds 3 was accomplished using methyl tosylate under mild conditions to give N-[(S, S)-3,5-bis(1-methoxyethyl)-1,2,4-triazol-4-yl]arylimines 4 in very high yield. Subsequent reactions of 4 with Grignard reagents afforded compounds 5 with good to excellent diastereoselectivities in good yield. (C) 1986 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00196-6
• 作为产物：
  描述：

  (S,S)-4-amino-3,5-bis(1-hydroxyethyl)-1,2,4-triazole 在 sodium hydride 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 12.17h， 生成 [3,5-Bis-((S)-1-methoxy-ethyl)-[1,2,4]triazol-4-yl]-[1-p-tolyl-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  Synthesis and highly diastereoselective alkylation of chiral N-[(S,S)-3,5-bis(1-methoxyethyl)-1,2,4-triazol-4-yl]arylimines

  摘要：

  (S,S)-4-Amino-35-bis(1-hydroxyethyl)-1,2,4-triazole 2 (SAT) (from (S)-lactic acid and hydrazine hydrate) reacted with substituted benzaldehydes 6 to afford N-[(S,S)-3,5-bis(1-hydroxyethyl)-1,2,4-triazol-4-yl]arylimines 3 in excellent yield. Protection of the hydroxyl groups in compounds 3 was accomplished using methyl tosylate under mild conditions to give N-[(S, S)-3,5-bis(1-methoxyethyl)-1,2,4-triazol-4-yl]arylimines 4 in very high yield. Subsequent reactions of 4 with Grignard reagents afforded compounds 5 with good to excellent diastereoselectivities in good yield. (C) 1986 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00196-6