3,5-bis[(1S)-1-methoxyethyl]-1H-1,2,4-triazole | 180716-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-bis[(1S)-1-methoxyethyl]-1H-1,2,4-triazole
• CAS: 180716-44-3
• 化学式: C₈H₁₅N₃O₂
• 分子量: 185.226
• InChiKey: OGORVFVQRFWACR-WDSKDSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  60
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-bis[(1S)-1-methoxyethyl]-1H-1,2,4-triazole 在 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 63.0h， 生成 ethyl 2-[3,5-bis[(1S)-1-methoxyethyl]-1,2,4-triazol-1-yl]-2-methyl-3-(4-methylphenyl)propanoate
  参考文献：
  名称：

  Chiral 1,2,4-triazole derivatives as potential synthetic intermediates

  摘要：

  The potential of (S,S)-3,5-bis(alpha-trimethylsilyloxyethyl)-1,2,4-triazole 3 and (S,S)-3,5-bis(alpha-methoxyethyl)-1,2,4-triazole 9 as chiral synthetic intermediates has been investigated. Reaction of the chiral triazole 3 with ethyl 2-bromopropionate and subsequent treatment with LDA followed by quenching with an electrophile gave either esters 5 or lactones 6&7 in good yields with generally excellent diastereoselectivities. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00197-8
• 作为产物：
  描述：

  (S,S)-4-amino-3,5-bis(1-hydroxyethyl)-1,2,4-triazole 在 盐酸 、 sodium hydride 、 sodium nitrite 作用下， 反应 2.75h， 生成 3,5-bis[(1S)-1-methoxyethyl]-1H-1,2,4-triazole
  参考文献：
  名称：

  Chiral 1,2,4-triazole derivatives as potential synthetic intermediates

  摘要：

  The potential of (S,S)-3,5-bis(alpha-trimethylsilyloxyethyl)-1,2,4-triazole 3 and (S,S)-3,5-bis(alpha-methoxyethyl)-1,2,4-triazole 9 as chiral synthetic intermediates has been investigated. Reaction of the chiral triazole 3 with ethyl 2-bromopropionate and subsequent treatment with LDA followed by quenching with an electrophile gave either esters 5 or lactones 6&7 in good yields with generally excellent diastereoselectivities. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00197-8