(3aS,4R,5S,6S,6aR)-4-(6-Amino-purin-9-yl)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-5-ol | 850224-30-5

• 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: (3aS,4R,5S,6S,6aR)-4-(6-Amino-purin-9-yl)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-5-ol
• 英文别名: (3aS,4R,5S,6S,6aR)-4-(6-aminopurin-9-yl)-6-[(4-methoxyphenyl)methoxymethyl]-2,2-dimethyl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-ol
• CAS: 850224-30-5
• 化学式: C₂₂H₂₇N₅O₅
• 分子量: 441.487
• InChiKey: TYZICVPQOMXGBJ-YYTXDEJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (3aS,4R,5S,6S,6aR)-4-(6-Amino-purin-9-yl)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-5-ol 以60%的产率得到9-[(3aS,6R,6aR)-6-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl]-9H-purin-6-ylamine
  参考文献：
  名称：

  Isomers of neplanocin A and 2′-deoxyneplanocin A possessing a C-1′/C-6′ double bond

  摘要：

  Missing among the unsaturated carbocyclic nucleosides is the 1',6'-double bond isomer of neplanocin A. A practical synthesis of this compound and its 2'-deoxy derivative is reported from readily accessible cyclopentenols. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.061
• 作为产物：
  描述：

  腺嘌呤 、 (1aS,1bR,4aR,5S,5aS)-5-(4-Methoxy-benzyloxymethyl)-3,3-dimethyl-tetrahydro-1,2,4-trioxa-cyclopropa[a]pentalene 在 15-crown-6 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以43%的产率得到(3aS,4R,5S,6S,6aR)-4-(6-Amino-purin-9-yl)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-5-ol
  参考文献：
  名称：

  Isomers of neplanocin A and 2′-deoxyneplanocin A possessing a C-1′/C-6′ double bond

  摘要：

  Missing among the unsaturated carbocyclic nucleosides is the 1',6'-double bond isomer of neplanocin A. A practical synthesis of this compound and its 2'-deoxy derivative is reported from readily accessible cyclopentenols. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.061