6-chloro-9-((5aR,6S,8R,8aR)-2',2',3,3-tetramethylhexahydrospiro[cyclopenta[e][1,3]dioxepine-6,4'-[1,3]dioxolan]-8-yl)-9H-purine | 442906-72-1

• 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-((5aR,6S,8R,8aR)-2',2',3,3-tetramethylhexahydrospiro[cyclopenta[e][1,3]dioxepine-6,4'-[1,3]dioxolan]-8-yl)-9H-purine
• CAS: 442906-72-1
• 化学式: C₁₉H₂₅ClN₄O₄
• 分子量: 408.885
• InChiKey: KLDXBFZVNYSBCC-RJAOAUJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  28.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  80.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  6-chloro-9-((5aR,6S,8R,8aR)-2',2',3,3-tetramethylhexahydrospiro[cyclopenta[e][1,3]dioxepine-6,4'-[1,3]dioxolan]-8-yl)-9H-purine 在 吡啶 、 盐酸 、 氨 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 80.5h， 生成 N-[9-((1R,2R,3R,4S)-4-Hydroxy-2,3,4-tris-hydroxymethyl-cyclopentyl)-9H-purin-6-yl]-benzamide
  参考文献：
  名称：

  SYNTHESIS OF NOVEL HYDROXYMETHYL SUBSTITUTED ANALOGUES RELATED TO CARBOVIR AND NEPLANOCIN A

  摘要：

  Two enantiomerically pure hydroxymethyl substituted cyclopentene nucleoside analogues (42 and 53) related to carbovir and neplanocin A., respectively, were prepared from the chiral pool of iridoid glucosides. In addition two saturated hydroxymethylated analogues (44 and 45) were obtained from a protected intermediate.

  DOI：

  10.1081/ncn-120006528
• 作为产物：
  描述：

  (1S,3S,4S,5R)-1,6:7,8-bis-O-isopropylidene-3-(4'-nitrobenzoyl)-1,4,5-tris(hydroxymethyl)cyclopentane-1,3-diol 在 sodium methylate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.5h， 生成 6-chloro-9-((5aR,6S,8R,8aR)-2',2',3,3-tetramethylhexahydrospiro[cyclopenta[e][1,3]dioxepine-6,4'-[1,3]dioxolan]-8-yl)-9H-purine
  参考文献：
  名称：

  SYNTHESIS OF NOVEL HYDROXYMETHYL SUBSTITUTED ANALOGUES RELATED TO CARBOVIR AND NEPLANOCIN A

  摘要：

  Two enantiomerically pure hydroxymethyl substituted cyclopentene nucleoside analogues (42 and 53) related to carbovir and neplanocin A., respectively, were prepared from the chiral pool of iridoid glucosides. In addition two saturated hydroxymethylated analogues (44 and 45) were obtained from a protected intermediate.

  DOI：

  10.1081/ncn-120006528