N-[9-((2R,3S,5S)-3-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide | 125944-17-4

• 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-((2R,3S,5S)-3-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide
• 英文别名: N-[9-[(2R,3S,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]benzamide
• CAS: 125944-17-4
• 化学式: C₁₇H₁₇N₅O₄
• 分子量: 355.353
• InChiKey: GNPRDDYSJSKPJF-NVGCLXPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[9-((2R,3S,5S)-3-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide 在 氨 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 64.0h， 生成 6-amino-9-[5-O-(4,4'-dimethoxytrityl)-3-deoxy-β-D-threo-pentofuranosyl]-9H-purine
  参考文献：
  名称：

  Synthesis of the antibiotically active part of agrocin 84

  摘要：

  Phosphitylation of bis-O-silylated threo-2,3-dihydroxy-4-methylpentanamide and condensation of the resulting N-acylphosphorodiamidite with 2'-O-acetyl-3'-deoxyarabinoadenosine led, after oxidation and deprotection, to the isolation of the title compound. (C) 1998 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4039(98)00888-0
• 作为产物：
  描述：

  3'-deoxydenosine 在 氨 作用下， 以 吡啶 为溶剂， 反应 2.83h， 生成 N-[9-((2R,3S,5S)-3-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide
  参考文献：
  名称：

  Synthesis of the antibiotically active part of agrocin 84

  摘要：

  Phosphitylation of bis-O-silylated threo-2,3-dihydroxy-4-methylpentanamide and condensation of the resulting N-acylphosphorodiamidite with 2'-O-acetyl-3'-deoxyarabinoadenosine led, after oxidation and deprotection, to the isolation of the title compound. (C) 1998 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4039(98)00888-0

文献信息

• HERDEWIJN, PIET;BALZARINI, JAN;PAUWELS, RUDI;JANSSEN, GERARD;VAN, AERSCHO+, NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 1231-1257
  作者：HERDEWIJN, PIET、BALZARINI, JAN、PAUWELS, RUDI、JANSSEN, GERARD、VAN, AERSCHO+

  DOI：——

  日期：——
• Synthesis of the antibiotically active part of agrocin 84
  作者：Dmitri Filippov、Cornelis M Timmers、Aaron R Roerdink、Gijs A van der Marel、Jacques H van Boom

  DOI：10.1016/s0040-4039(98)00888-0

  日期：1998.7

  Phosphitylation of bis-O-silylated threo-2,3-dihydroxy-4-methylpentanamide and condensation of the resulting N-acylphosphorodiamidite with 2'-O-acetyl-3'-deoxyarabinoadenosine led, after oxidation and deprotection, to the isolation of the title compound. (C) 1998 Elsevier Science Ltd. Ail rights reserved.