N-[9-[(6aR,8R,9R,9aR)-9-phenoxycarbothioyloxy-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-(dimethylamino)purin-2-yl]benzamide | 288267-80-1

• 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: N-[9-[(6aR,8R,9R,9aR)-9-phenoxycarbothioyloxy-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-(dimethylamino)purin-2-yl]benzamide
• CAS: 288267-80-1
• 化学式: C₃₈H₅₂N₆O₇SSi₂
• 分子量: 793.104
• InChiKey: JAEFWQHQCTZQLF-BEGXHNNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.75
• 重原子数：
  54
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  163
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N-[9-[(6aR,8R,9R,9aR)-9-phenoxycarbothioyloxy-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-(dimethylamino)purin-2-yl]benzamide 在 偶氮二异丁腈 、 四丁基氟化铵 、 三正丁基氢锡 作用下， 生成 N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-6-(dimethylamino)purin-2-yl]benzamide
  参考文献：
  名称：

  Synthesis of 3-(2-deoxy-β-d-ribofuranosyl)pyridin-2-one and 2-amino-6-(N,N-dimethylamino)-9-(2-deoxy-β-d-ribofuranosyl)purine derivatives for an unnatural base pair

  摘要：

  An unnatural base pair, 2-amino-6-(N,N-dimethylamino)purine (denoted x) and pyridin-2-one (denoted y), was designed to prove the structural requirements for base pair formation involving shape complementarity. It was expected that y might satisfy the structural requirements for pairing with x, in which the bulky 6-dimethylamino group may eliminate base pairing with the natural bases. As chemical or biological substrates for DNA synthesis, the phosphoramidite of x and the 2'-deoxy-C3-ribonucleoside triphosphate of y (dyTP) were synthesized, and the incorporation experiment was demonstrated by using the Klenow fragment of Escherichia call DNA polymerase I. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00520-7
• 作为产物：
  描述：

  N-[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(dimethylamino)purin-2-yl]benzamide 生成 N-[9-[(6aR,8R,9R,9aR)-9-phenoxycarbothioyloxy-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-(dimethylamino)purin-2-yl]benzamide
  参考文献：
  名称：

  Synthesis of 3-(2-deoxy-β-d-ribofuranosyl)pyridin-2-one and 2-amino-6-(N,N-dimethylamino)-9-(2-deoxy-β-d-ribofuranosyl)purine derivatives for an unnatural base pair

  摘要：

  An unnatural base pair, 2-amino-6-(N,N-dimethylamino)purine (denoted x) and pyridin-2-one (denoted y), was designed to prove the structural requirements for base pair formation involving shape complementarity. It was expected that y might satisfy the structural requirements for pairing with x, in which the bulky 6-dimethylamino group may eliminate base pairing with the natural bases. As chemical or biological substrates for DNA synthesis, the phosphoramidite of x and the 2'-deoxy-C3-ribonucleoside triphosphate of y (dyTP) were synthesized, and the incorporation experiment was demonstrated by using the Klenow fragment of Escherichia call DNA polymerase I. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00520-7