4,6-dideoxy-4-(adenin-9-yl)-6-acetylamino-2,5-anhydro-L-mannitol | 959866-78-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-dideoxy-4-(adenin-9-yl)-6-acetylamino-2,5-anhydro-L-mannitol
• 英文别名: N-[[(2S,3R,4R,5S)-3-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl]acetamide
• CAS: 959866-78-5
• 化学式: C₁₃H₁₈N₆O₄
• 分子量: 322.324
• InChiKey: PNWMBJDVNNYEAV-UUTMEEIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  148
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,6-dideoxy-4-(adenin-9-yl)-6-acetylamino-2,5-anhydro-L-mannitol 在 盐酸 作用下， 反应 10.0h， 以79.2%的产率得到4,6-dideoxy-4-(adenin-9-yl)-6-amino-2,5-anhydro-L-mannitol
  参考文献：
  名称：

  A concise synthesis of 4,6-dideoxy-4-base-6-amino-2,5-anhydro-l-mannitols

  摘要：

  3,6-Di-O-methanesulfonyl-2,5-anhydro-L-idofuranose dimethyl acetal 9 was reacted with NaN3 in DMF to give 6-azido substituted carbohydrate 10 selectively. A series of 6-amino-isonucleosides 4a-d were synthesized by the reaction of nucleobases with epoxide 13, followed by hydrolysis, reduction, and deprotection, in good yield. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.08.032
• 作为产物：
  描述：

  4,6-dideoxy-4-(adenin-9-yl)-6-acetylamino-2,5-anhydro-L-mannofuranose dimethylacetal 在 盐酸 、 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 5.0h， 生成 4,6-dideoxy-4-(adenin-9-yl)-6-acetylamino-2,5-anhydro-L-mannitol
  参考文献：
  名称：

  A concise synthesis of 4,6-dideoxy-4-base-6-amino-2,5-anhydro-l-mannitols

  摘要：

  3,6-Di-O-methanesulfonyl-2,5-anhydro-L-idofuranose dimethyl acetal 9 was reacted with NaN3 in DMF to give 6-azido substituted carbohydrate 10 selectively. A series of 6-amino-isonucleosides 4a-d were synthesized by the reaction of nucleobases with epoxide 13, followed by hydrolysis, reduction, and deprotection, in good yield. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.08.032

文献信息

• A concise synthesis of 4,6-dideoxy-4-base-6-amino-2,5-anhydro-l-mannitols
  作者：Fang Wang、Zhen-Jun Yang、Hong-Wei Jin、Liang-Ren Zhang、Li-He Zhang

  DOI：10.1016/j.tetasy.2007.08.032

  日期：2007.9

  3,6-Di-O-methanesulfonyl-2,5-anhydro-L-idofuranose dimethyl acetal 9 was reacted with NaN3 in DMF to give 6-azido substituted carbohydrate 10 selectively. A series of 6-amino-isonucleosides 4a-d were synthesized by the reaction of nucleobases with epoxide 13, followed by hydrolysis, reduction, and deprotection, in good yield. (c) 2007 Elsevier Ltd. All rights reserved.