4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-erythro-hex-2''-enopyranosyl-(1->5)-2',3'-O-di-O-acetylinosine | 245083-78-7

• 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: 4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-erythro-hex-2''-enopyranosyl-(1->5)-2',3'-O-di-O-acetylinosine
• CAS: 245083-78-7
• 化学式: C₂₄H₂₈N₄O₁₂
• 分子量: 564.506
• InChiKey: PHKZPOLVDABENI-VJPKBJOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  40.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  196.46
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-erythro-hex-2''-enopyranosyl-(1->5)-2',3'-O-di-O-acetylinosine 在 四氧化锇 、 双氧水 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 以74%的产率得到4'',6''-di-O-acetyl-α-D-mannopyranosyl-(1->5)-2',3'-di-O-acetylinosine
  参考文献：
  名称：

  Syntheses of 5′-O-glycosylnucleosides

  摘要：

  A general synthetic approach to 2,3-unsaturated glycosides connecting with nucleosides involving Ferrier rearrangements of glycals is discussed. The new compounds were identified by NMR and MS (HRFAB(+)). The hydroxylation of the resulting 2,3-unsaturated glycosides was completed using OsO4 to give 5'-O-glycosylnucleosides in good yield. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00214-1
• 作为产物：
  描述：

  2',3'-di-O-acetylinosine 、 乙酰化葡萄烯糖 在 三氟化硼乙醚 作用下， 以 丙酮 为溶剂， 以71%的产率得到4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-erythro-hex-2''-enopyranosyl-(1->5)-2',3'-O-di-O-acetylinosine
  参考文献：
  名称：

  Syntheses of 5′-O-glycosylnucleosides

  摘要：

  A general synthetic approach to 2,3-unsaturated glycosides connecting with nucleosides involving Ferrier rearrangements of glycals is discussed. The new compounds were identified by NMR and MS (HRFAB(+)). The hydroxylation of the resulting 2,3-unsaturated glycosides was completed using OsO4 to give 5'-O-glycosylnucleosides in good yield. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00214-1