2-(2-deoxy-β-D-erythro-pentofuranosyl)-N⁴,N⁶,N⁶-triisobutyryl-3H-pyrazolo[3,4-d]pyrimidine-4,6-diamine | 455886-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 2-(2-deoxy-β-D-erythro-pentofuranosyl)-N⁴,N⁶,N⁶-triisobutyryl-3H-pyrazolo[3,4-d]pyrimidine-4,6-diamine
• 英文别名: N-[6-[bis(2-methylpropanoyl)amino]-2-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrazolo[3,4-d]pyrimidin-4-yl]-2-methylpropanamide
• CAS: 455886-18-7
• 化学式: C₂₂H₃₂N₆O₆
• 分子量: 476.533
• InChiKey: YHMMHZXYXBRMMY-ARFHVFGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  160
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-(2-deoxy-β-D-erythro-pentofuranosyl)-N⁴,N⁶,N⁶-triisobutyryl-3H-pyrazolo[3,4-d]pyrimidine-4,6-diamine 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 2-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-N⁴,N⁶,N⁶-triisobutyryl-2H-pyrazolo[3,4-d]pyrimidine-4,6-diamine 3'-(2-cyanoethyl diisopropylphosphoramidite)
  参考文献：
  名称：

  Base Pairing of 8-Aza-7-deazapurine-2,6-diamine Linked via the N(8)-Position to the DNA Backbone: Universal Base-Pairing Properties and Formation of Highly Stable Duplexes when Alternating with dT

  摘要：

  The unusually N-8-glycosylated pyrazolo[3.4-d]pyrimidine-4.6-diamine 2'-deoxyribonucleoside (3) was synthesized and converted to the phosphoramidite 11. Oligonucleotides were prepared by solid-phase synthesis. and the base pairing Of compound 3 was Studied. In non-self-complementary duplexes containing compound 3, base pairs arc formed that show located opposite to the four canonical DNA constituents, strong ambiguous pairing properties. The self-complementary duplex d(3-T)(6) (34(.)34) is significantly more stable than d(A-T)(6).

  DOI：

  10.1002/1522-2675(200205)85:5<1340::aid-hlca1340>3.0.co;2-h
• 作为产物：
  描述：

  2-(2-deoxy-β-D-erythro-pentofuranosyl)-4-isopropoxy-2H-pyrazolo[3,4-d]pyrimidin-6-amine 在 吡啶 、 三甲基氯硅烷 、 氨 作用下， 以 水 为溶剂， 反应 99.25h， 生成 2-(2-deoxy-β-D-erythro-pentofuranosyl)-N⁴,N⁶,N⁶-triisobutyryl-3H-pyrazolo[3,4-d]pyrimidine-4,6-diamine
  参考文献：
  名称：

  Base Pairing of 8-Aza-7-deazapurine-2,6-diamine Linked via the N(8)-Position to the DNA Backbone: Universal Base-Pairing Properties and Formation of Highly Stable Duplexes when Alternating with dT

  摘要：

  The unusually N-8-glycosylated pyrazolo[3.4-d]pyrimidine-4.6-diamine 2'-deoxyribonucleoside (3) was synthesized and converted to the phosphoramidite 11. Oligonucleotides were prepared by solid-phase synthesis. and the base pairing Of compound 3 was Studied. In non-self-complementary duplexes containing compound 3, base pairs arc formed that show located opposite to the four canonical DNA constituents, strong ambiguous pairing properties. The self-complementary duplex d(3-T)(6) (34(.)34) is significantly more stable than d(A-T)(6).

  DOI：

  10.1002/1522-2675(200205)85:5<1340::aid-hlca1340>3.0.co;2-h