(2R,3S)-erythro-9-(4-azido-2,3-O-isopropylidene-2,3,4-trihydroxybutyl)adenine | 172721-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (2R,3S)-erythro-9-(4-azido-2,3-O-isopropylidene-2,3,4-trihydroxybutyl)adenine
• 英文别名: 9-[[(4R,5S)-5-(azidomethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]purin-6-amine
• CAS: 172721-13-0
• 化学式: C₁₂H₁₆N₈O₂
• 分子量: 304.311
• InChiKey: JVCVMQABQVTYRI-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2R,3S)-erythro-9-(4-azido-2,3-O-isopropylidene-2,3,4-trihydroxybutyl)adenine 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 53.0h， 生成 (2R,3S)-9-<4-(3-carbamoylpyridinium)-2,3-dihydroxybutyl>adenine chloride
  参考文献：
  名称：

  Synthesis and chiroptical properties of some abbreviated NAD+ analogues

  摘要：

  Four novel ''abbreviated'' NAD(+) analogues were prepared by the Zincke reaction. The acyclic chain joining the bases of the analogues bears two stereogenic centers with hydroxyl groups in the both erythro and threo mutual relations. The CD spectra of all stereoisomers were measured and discussed.

  DOI：

  10.1016/0957-4166(95)00315-g
• 作为产物：
  描述：

  (2R,3S)-erythro-9-(2,3-O-isopropylidene-2,3,4-trihydroxybutyl)adenine 在 吡啶 、 4-二甲氨基吡啶 、 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (2R,3S)-erythro-9-(4-azido-2,3-O-isopropylidene-2,3,4-trihydroxybutyl)adenine
  参考文献：
  名称：

  Synthesis and chiroptical properties of some abbreviated NAD+ analogues

  摘要：

  Four novel ''abbreviated'' NAD(+) analogues were prepared by the Zincke reaction. The acyclic chain joining the bases of the analogues bears two stereogenic centers with hydroxyl groups in the both erythro and threo mutual relations. The CD spectra of all stereoisomers were measured and discussed.

  DOI：

  10.1016/0957-4166(95)00315-g

文献信息

• Synthesis and chiroptical properties of some abbreviated NAD+ analogues
  作者：Dana Hocková、Hana Votavová、Antonín Holý

  DOI：10.1016/0957-4166(95)00315-g

  日期：1995.9

  Four novel ''abbreviated'' NAD(+) analogues were prepared by the Zincke reaction. The acyclic chain joining the bases of the analogues bears two stereogenic centers with hydroxyl groups in the both erythro and threo mutual relations. The CD spectra of all stereoisomers were measured and discussed.