9-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine | 404000-15-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 9-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine
• CAS: 404000-15-3
• 化学式: C₁₉H₃₁N₅O₂Si
• 分子量: 389.573
• InChiKey: MLVAUBVUTRQJQW-RRFJBIMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  88.08
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  9-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine 在 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到[(2S,3S,5R)-3-Allyl-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-yl]-methanol
  参考文献：
  名称：

  DNA-Catalyzed Polymerization

  摘要：

  Native DNA oligomers are shown to be stereoselective catalysts for the polymerization of 5'-amino-3'-acetaldehyde-modified thymidine/adenosine nucleosides through reductive amination. The reaction follows step-growth kinetics to read the encoded sequence and chain-length information in the antiparallel direction. Single mismatches in the template are selected against at a level of >100:1. A method is therefore established to translate biopolymer-encoded information stereoselectively into sequence- and chain-length specific synthetic polymers.

  DOI：

  10.1021/ja017319j
• 作为产物：
  描述：

  2'-脱氧腺苷 在 咪唑 、 偶氮二异丁腈 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.0h， 生成 9-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine
  参考文献：
  名称：

  DNA-Catalyzed Polymerization

  摘要：

  Native DNA oligomers are shown to be stereoselective catalysts for the polymerization of 5'-amino-3'-acetaldehyde-modified thymidine/adenosine nucleosides through reductive amination. The reaction follows step-growth kinetics to read the encoded sequence and chain-length information in the antiparallel direction. Single mismatches in the template are selected against at a level of >100:1. A method is therefore established to translate biopolymer-encoded information stereoselectively into sequence- and chain-length specific synthetic polymers.

  DOI：

  10.1021/ja017319j