((3a'R,4'R,6'R,6a'R)-4'-methoxytetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)methanol | 1009810-84-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((3a'R,4'R,6'R,6a'R)-4'-methoxytetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)methanol
• CAS: 1009810-84-7
• 化学式: C₁₁H₁₈O₅
• 分子量: 230.261
• InChiKey: CHIIJTNJVFHIIV-ZYUZMQFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ((3a'R,4'R,6'R,6a'R)-4'-methoxytetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)methanol 在 咪唑 、 碘 、 焦磷酸硫胺素 作用下， 以 甲苯 、 乙腈 为溶剂， 以80%的产率得到
  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：

  卡培他滨杂质25 、 环戊酮 、 原甲酸三甲酯 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以85%的产率得到((3a'R,4'R,6'R,6a'R)-4'-methoxytetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)methanol
  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