| 223527-54-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• CAS: 223527-54-6
• 化学式: C₁₅H₂₀BrNO₈
• 分子量: 422.23
• InChiKey: HAMFIPBIEDIQAJ-LOVFCKMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  108.44
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 molecular sieve 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 Acetic acid (2S,3S,4S,5S,6R)-4,5-diacetoxy-2-acetylamino-2-methyl-6-methylcarbamoyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Components for a combinatorial library of rigid azabicyclic α-L-fucose mimics: First X-ray crystal structure of a stable monoalkylated triazene formed by hydrogenation of an azide

  摘要：

  Photobromination of the rigid aza-bicyclic fucose mimic 3 gave a reactive glycosyl type bromide 7 as a divergent intermediate for the synthesis of both 7-O and 7-N linked bicyclic L-fucose derivatives by direct displacement with alcohols or amines. Displacement of the bromide 7 with sodium azide gave an azide 6 which on hydrogenation gave a stable monoalkyl triazene 5 the structure of which was established by X-ray crystallographic analysis. Hydrolysis of 7 allowed access to a monocyclic L-fucose mimic with a nitrogen substituent at C-5. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00378-0
• 作为产物：
  描述：

  (1S,2S,3S,4S,5S)-5-methyl-8-oxa-6-azabicyclo[3.2.1]octane-2,3,4-triol 在 溴 作用下， 以 吡啶 、 三氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Components for a combinatorial library of rigid azabicyclic α-L-fucose mimics: First X-ray crystal structure of a stable monoalkylated triazene formed by hydrogenation of an azide

  摘要：

  Photobromination of the rigid aza-bicyclic fucose mimic 3 gave a reactive glycosyl type bromide 7 as a divergent intermediate for the synthesis of both 7-O and 7-N linked bicyclic L-fucose derivatives by direct displacement with alcohols or amines. Displacement of the bromide 7 with sodium azide gave an azide 6 which on hydrogenation gave a stable monoalkyl triazene 5 the structure of which was established by X-ray crystallographic analysis. Hydrolysis of 7 allowed access to a monocyclic L-fucose mimic with a nitrogen substituent at C-5. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00378-0