2-Amino-9-((1aR,1bR,4aS,5R,5aS)-1a-hydroxymethyl-3,3-dimethyl-hexahydro-2,4-dioxa-cyclopropa[a]pentalen-5-yl)-9H-purin-6-ol | 374593-64-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 2-Amino-9-((1aR,1bR,4aS,5R,5aS)-1a-hydroxymethyl-3,3-dimethyl-hexahydro-2,4-dioxa-cyclopropa[a]pentalen-5-yl)-9H-purin-6-ol
• CAS: 374593-64-3
• 化学式: C₁₅H₁₉N₅O₄
• 分子量: 333.347
• InChiKey: ZKYHPJLKBMEWKU-RFXZSQAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  128.54
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-Amino-9-((1aR,1bR,4aS,5R,5aS)-1a-hydroxymethyl-3,3-dimethyl-hexahydro-2,4-dioxa-cyclopropa[a]pentalen-5-yl)-9H-purin-6-ol 在 四氮唑 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 Phosphoric acid mono-[(1aR,1bR,4aS,5R,5aS)-5-(2-amino-6-hydroxy-purin-9-yl)-3,3-dimethyl-tetrahydro-2,4-dioxa-cyclopropa[a]pentalen-1a-ylmethyl] ester
  参考文献：
  名称：

  Synthesis and purine receptor affinity of 6-oxopurine nucleosides and nucleotides containing (N)-methanocarba-pseudoribose rings

  摘要：

  6-Oxopurine derivatives containing a northern (N) methanocarba modification (i.e., fused cyclopropane and cyclopentane rings in place of the ribose) were synthesized and the adenosine receptor affinity measured. Guanine or hypoxanthine was coupled at the 7-position, or 1,3-diblitylxanthine was coupled at the 9-position. The pseudoribose ring was also substituted at the 5 ' -position with an N-methyluronamide or with phosphate groups. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00450-4
• 作为产物：
  描述：

  (1R,2R,4S,5S,6S)-8,8-dimethyl-2-(phenylmethoxymethyl)-7,9-dioxatricyclo[4.3.0.02,4]nonan-5-ol 在 sodium hydroxide 、 甲酸 、 偶氮二甲酸二异丙酯 、 钯 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 反应 17.0h， 生成 2-Amino-9-((1aR,1bR,4aS,5R,5aS)-1a-hydroxymethyl-3,3-dimethyl-hexahydro-2,4-dioxa-cyclopropa[a]pentalen-5-yl)-9H-purin-6-ol
  参考文献：
  名称：

  Synthesis and purine receptor affinity of 6-oxopurine nucleosides and nucleotides containing (N)-methanocarba-pseudoribose rings

  摘要：

  6-Oxopurine derivatives containing a northern (N) methanocarba modification (i.e., fused cyclopropane and cyclopentane rings in place of the ribose) were synthesized and the adenosine receptor affinity measured. Guanine or hypoxanthine was coupled at the 7-position, or 1,3-diblitylxanthine was coupled at the 9-position. The pseudoribose ring was also substituted at the 5 ' -position with an N-methyluronamide or with phosphate groups. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00450-4