2-[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-[tert-butyl(diphenyl)silyl]oxy-4-methoxyoxolan-2-yl]methoxy]isoindole-1,3-dione | 199581-52-7

• 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: 2-[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-[tert-butyl(diphenyl)silyl]oxy-4-methoxyoxolan-2-yl]methoxy]isoindole-1,3-dione
• CAS: 199581-52-7
• 化学式: C₃₅H₃₆N₆O₆Si
• 分子量: 664.793
• InChiKey: VZAAWOWTBXPZRF-ZLXUNRMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  48
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-[tert-butyl(diphenyl)silyl]oxy-4-methoxyoxolan-2-yl]methoxy]isoindole-1,3-dione 在 甲基肼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 TBDPS(-3)[H2N(-5)]Ribf2Me(b)-adenin-9-yl
  参考文献：
  名称：

  An Efficient Multigram Synthesis of Monomers for the Preparation of Novel Oligonucleotides Containing Isosteric Non-Phosphorous Backbones

  摘要：

  The facile preparation of two novel classes of nucleoside analogs for the inclusion as dimeric non-phosphorous containing subunits in chimeric backbones has been accomplished. The concise preparation of 3'-formylnucleosides and 5'-O-(N-methylhydroxylamino)-nucleosides is reported.

  DOI：

  10.1080/07328319708006242
• 作为产物：
  描述：

  2'-O-甲基腺苷 在 咪唑 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 2-[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-[tert-butyl(diphenyl)silyl]oxy-4-methoxyoxolan-2-yl]methoxy]isoindole-1,3-dione
  参考文献：
  名称：

  An Efficient Multigram Synthesis of Monomers for the Preparation of Novel Oligonucleotides Containing Isosteric Non-Phosphorous Backbones

  摘要：

  The facile preparation of two novel classes of nucleoside analogs for the inclusion as dimeric non-phosphorous containing subunits in chimeric backbones has been accomplished. The concise preparation of 3'-formylnucleosides and 5'-O-(N-methylhydroxylamino)-nucleosides is reported.

  DOI：

  10.1080/07328319708006242

文献信息

• An Efficient Multigram Synthesis of Monomers for the Preparation of Novel Oligonucleotides Containing Isosteric Non-Phosphorous Backbones
  作者：Stuart Dimock、Balkrishen Bhat、Didier Peoc'h、Yogesh S. Sanghvi、Eric E. Swayze

  DOI：10.1080/07328319708006242

  日期：1997.7

  The facile preparation of two novel classes of nucleoside analogs for the inclusion as dimeric non-phosphorous containing subunits in chimeric backbones has been accomplished. The concise preparation of 3'-formylnucleosides and 5'-O-(N-methylhydroxylamino)-nucleosides is reported.