TBDPS(-3)[H2N(-5)]Ribf2Me(b)-adenin-9-yl | 199581-53-8

• 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: TBDPS(-3)[H2N(-5)]Ribf2Me(b)-adenin-9-yl
• 英文别名: O-[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-[tert-butyl(diphenyl)silyl]oxy-4-methoxyoxolan-2-yl]methyl]hydroxylamine
• CAS: 199581-53-8
• 化学式: C₂₇H₃₄N₆O₄Si
• 分子量: 534.69
• InChiKey: HPBCTSFFFDLLBH-HUBRGWSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  TBDPS(-3)[H2N(-5)]Ribf2Me(b)-adenin-9-yl 在 吡啶 、 盐酸 、 sodium cyanoborohydride 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 18.5h， 生成 N-(9-{(2R,3R,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide
  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-Methyl-5'-O-phthalimidoadenosine 在 咪唑 、 甲基肼 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 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

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.