6-chloro-9-((3a'R,4'R,6'R,6a'S)-4'-vinyltetrahydro-4'H-spiro[cyclopentane-1,2'-cyclopenta[d][1,3]dioxol]-6'-yl)-9H-purine | 1009810-91-6

• 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: 6-chloro-9-((3a'R,4'R,6'R,6a'S)-4'-vinyltetrahydro-4'H-spiro[cyclopentane-1,2'-cyclopenta[d][1,3]dioxol]-6'-yl)-9H-purine
• CAS: 1009810-91-6
• 化学式: C₁₇H₁₉ClN₄O₂
• 分子量: 346.816
• InChiKey: BGMFZDJQQJDCCN-UNJBNNCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 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：
  0.59
• 拓扑面积：
  62.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6-chloro-9-((3a'R,4'R,6'R,6a'S)-4'-vinyltetrahydro-4'H-spiro[cyclopentane-1,2'-cyclopenta[d][1,3]dioxol]-6'-yl)-9H-purine 在 sodium periodate 、 四氧化锇 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  5′-Fluoro-5′-deoxyaristeromycin

  摘要：

  5'-Fluoro-5'-deoxyaristeromycin (2) has been prepared via a Mitsunobu coupling of (1S,2S,3R,4S)-2,3-(cyclopentylidenedioxy)-4-fluoromethylcyclopentan-1-ol with N-6-bis-boc protected adenine. This procedure is adaptable to preparing a number of 5'-fluoro-5'-deoxycarbocyclic nucleoside analogs with diversity in the heterocyclic base. Antiviral analysis found promising activity for 2 toward measles but no other viruses. No cytotoxicity was observed for 2. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.095
• 作为产物：
  描述：

  2,3-(cyclopentylidenedioxy)-4-vinylcyclopentanol 、 6-氯嘌呤 在 偶氮二甲酸二异丙酯 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以60%的产率得到6-chloro-9-((3a'R,4'R,6'R,6a'S)-4'-vinyltetrahydro-4'H-spiro[cyclopentane-1,2'-cyclopenta[d][1,3]dioxol]-6'-yl)-9H-purine
  参考文献：
  名称：

  5′-Fluoro-5′-deoxyaristeromycin

  摘要：

  5'-Fluoro-5'-deoxyaristeromycin (2) has been prepared via a Mitsunobu coupling of (1S,2S,3R,4S)-2,3-(cyclopentylidenedioxy)-4-fluoromethylcyclopentan-1-ol with N-6-bis-boc protected adenine. This procedure is adaptable to preparing a number of 5'-fluoro-5'-deoxycarbocyclic nucleoside analogs with diversity in the heterocyclic base. Antiviral analysis found promising activity for 2 toward measles but no other viruses. No cytotoxicity was observed for 2. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.095