(+/-)-9-[(1 RS)-2,2-di(benzyloxymethyl)-3,3-difluoro-cyclopropylmethyl]-9H-6-purinamine | 220825-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (+/-)-9-[(1 RS)-2,2-di(benzyloxymethyl)-3,3-difluoro-cyclopropylmethyl]-9H-6-purinamine
• 英文别名: 9-[[2,2-difluoro-3,3-bis(phenylmethoxymethyl)cyclopropyl]methyl]purin-6-amine
• CAS: 220825-89-8
• 化学式: C₂₅H₂₅F₂N₅O₂
• 分子量: 465.503
• InChiKey: AHJBXHUIPIXXSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  88.08
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (+/-)-9-[(1 RS)-2,2-di(benzyloxymethyl)-3,3-difluoro-cyclopropylmethyl]-9H-6-purinamine 在 palladium dihydroxide 环己烯 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以54%的产率得到(+/-) (3 RS) 3-(6-amino-9H-purinylmethyl)-2,2-difluoro-1,1-dihydroxymethylcyclopropyl-methanol
  参考文献：
  名称：

  Preparation of novel difluorocyclopropane nucleosides

  摘要：

  Novel difluorinated cyclopropane nucleoside analogues possessing both two vicinal hydroxymethyl groups and a methylene spacer between the base and the ring were synthesized starting from 1,3-dibenzyloxy-2-propanol. After oxidation, olefination, reduction and acetylation the target molecules were obtained by difluoro; cyclopropanation, deacetylation and Mitsunobu reactions followed by two consecutive deprotection steps. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01067-9
• 作为产物：
  描述：

  4-(苄氧基)-3-<(苄氧基)甲基>-2-丁烯-1-醇 在 sodium methylate 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 1,4-二氧六环 、 吡啶 、 甲醇 、 二乙二醇二甲醚 为溶剂， 反应 17.5h， 生成 (+/-)-9-[(1 RS)-2,2-di(benzyloxymethyl)-3,3-difluoro-cyclopropylmethyl]-9H-6-purinamine
  参考文献：
  名称：

  Preparation of novel difluorocyclopropane nucleosides

  摘要：

  Novel difluorinated cyclopropane nucleoside analogues possessing both two vicinal hydroxymethyl groups and a methylene spacer between the base and the ring were synthesized starting from 1,3-dibenzyloxy-2-propanol. After oxidation, olefination, reduction and acetylation the target molecules were obtained by difluoro; cyclopropanation, deacetylation and Mitsunobu reactions followed by two consecutive deprotection steps. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01067-9