Acetic acid (2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-(6-methyl-purin-9-yl)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester | 215372-40-0

• 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: Acetic acid (2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-(6-methyl-purin-9-yl)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester
• 英文别名: [(6aR,8R,9R,9aR)-8-(6-methylpurin-9-yl)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl] acetate
• CAS: 215372-40-0
• 化学式: C₂₅H₄₂N₄O₆Si₂
• 分子量: 550.803
• InChiKey: DJGMUCALUPHNRJ-HBAHCVPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-(6-methyl-purin-9-yl)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester 在 甲醇 、 4-二甲氨基吡啶 、 氨 作用下， 以 乙腈 为溶剂， 反应 5.5h， 生成 Thiocarbonic acid O-phenyl ester O-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-(6-methyl-purin-9-yl)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester
  参考文献：
  名称：

  A Novel Approach to Synthesis of 2′-Deoxy-β-D-Ribonucleosedes Via Transglycosylation of 6-Oxopurine Ribonucleosides

  摘要：

  A novel method of synthesis of 2'-deoxy-beta-D-ribonucleosides via transglycosylation of 6-oxopurine ribonucleosides is exemplified for conversion of inosine into 6-metylpurine 2'-deoxyriboside (5). The method offers high regio- and stereoselectivity as well as a good overall yield, and in these respects is superior to the fusion or anionic glycosylation procedures.

  DOI：

  10.1080/07328319808004685
• 作为产物：
  描述：

  3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)inosine 在 吡啶 、 对甲苯磺酸 作用下， 以 氯苯 为溶剂， 反应 14.0h， 生成 Acetic acid (2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-(6-methyl-purin-9-yl)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester
  参考文献：
  名称：

  A Novel Approach to Synthesis of 2′-Deoxy-β-D-Ribonucleosedes Via Transglycosylation of 6-Oxopurine Ribonucleosides

  摘要：

  A novel method of synthesis of 2'-deoxy-beta-D-ribonucleosides via transglycosylation of 6-oxopurine ribonucleosides is exemplified for conversion of inosine into 6-metylpurine 2'-deoxyriboside (5). The method offers high regio- and stereoselectivity as well as a good overall yield, and in these respects is superior to the fusion or anionic glycosylation procedures.

  DOI：

  10.1080/07328319808004685