1-(5-O-para-monomethoxytrityl-2,3-dideoxy-2,3-epimino-β-D-ribofuranosyl)uracil | 125417-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-(5-O-para-monomethoxytrityl-2,3-dideoxy-2,3-epimino-β-D-ribofuranosyl)uracil
• 英文别名: 1-[(1R,2R,4S,5S)-4-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]-3-oxa-6-azabicyclo[3.1.0]hexan-2-yl]pyrimidine-2,4-dione
• CAS: 125417-98-3
• 化学式: C₂₉H₂₇N₃O₅
• 分子量: 497.55
• InChiKey: JRNZWUFIXNOUCK-MIRJVGOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  99
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(5-O-para-monomethoxytrityl-2,3-dideoxy-2,3-epimino-β-D-ribofuranosyl)uracil 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以100%的产率得到1-(2',3'-dideoxy-2',3'-epimino-β-D-ribofuranosyl)uracil
  参考文献：
  名称：

  Synthesis of Some New Nucleoside Analogues as Potential Antiviral Agents

  摘要：

  A novel series of pyrimidine nucleoside analogues was synthesized. 2,3-Dideoxy-2,3-anhydro-beta-D-lyxofuranose was opened by sodium azide to give the corresponding azido compound, which was reduced by lithium aluminium hydride to lead to 2,3-dideoxy-2,3-epimino-beta-D-ribofuranose. Pyrimidine bases were glycosylated with this synthon to give potential antiviral molecules : 1-(2,3-dideoxy-2,3-epimino-beta-D-ribofuranosyl)pyrimidines.

  DOI：

  10.1080/07328319308018562
• 作为产物：
  描述：

  methyl 2,3-anhydro-α-D-lyxofuranoside 在 吡啶 、 lithium aluminium tetrahydride 、 sodium azide 、 叔丁基二甲硅基三氟甲磺酸酯 、 ammonium chloride 作用下， 以 乙醚 、 乙醇 、 水 、 乙腈 为溶剂， 反应 118.0h， 生成 1-(5-O-para-monomethoxytrityl-2,3-dideoxy-2,3-epimino-β-D-ribofuranosyl)uracil
  参考文献：
  名称：

  Synthesis of Some New Nucleoside Analogues as Potential Antiviral Agents

  摘要：

  A novel series of pyrimidine nucleoside analogues was synthesized. 2,3-Dideoxy-2,3-anhydro-beta-D-lyxofuranose was opened by sodium azide to give the corresponding azido compound, which was reduced by lithium aluminium hydride to lead to 2,3-dideoxy-2,3-epimino-beta-D-ribofuranose. Pyrimidine bases were glycosylated with this synthon to give potential antiviral molecules : 1-(2,3-dideoxy-2,3-epimino-beta-D-ribofuranosyl)pyrimidines.

  DOI：

  10.1080/07328319308018562

文献信息

• WU, J. -C.;CHATTOPADHYAYA, J., TETRAHEDRON, 45,(1989) N4, C. 4507-4522
  作者：WU, J. -C.、CHATTOPADHYAYA, J.

  DOI：——

  日期：——