9-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-prop-2-ynylamino-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine | 183051-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: 9-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-prop-2-ynylamino-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine
• CAS: 183051-99-2
• 化学式: C₂₁H₂₁N₇O₅
• 分子量: 451.442
• InChiKey: HKZZOPLJWJJTIV-HVXOEMORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.66
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  152.48
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  9-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-prop-2-ynylamino-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 在 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  Tsuboike, Kazunari; Mizuno, Gen; Minamoto, Katsumaro, Collection of Czechoslovak Chemical Communications, 1996, vol. 61, p. S45 - S48

  摘要：

  DOI：
• 作为产物：
  描述：

  (2R)-2-[(1R)-1-(6-氨基嘌呤-9-基)-2-氧代乙氧基]-3-羟基丙醛 在 吡啶 、 potassium fluoride 、 sodium hydroxide 、 氨 、 乙酸酐 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 12.33h， 生成 9-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-prop-2-ynylamino-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine
  参考文献：
  名称：

  Stereoselective Synthesis of Some 3-Nitroglucopyranosyladenine Analogues via a Nitroolefin: Intermediate as Potential Therapeutic Agents

  摘要：

  Three isomers of 9-(4,6-O-benzylidene-3-deoxy-beta-D-hexopyranosyl) adenines (2-4) were isolated. The manno isomer 2 could be isomerized to the gluco isomer 3. The manno (2) and galacto isomer (4) were deprotected to 5 and 7, respectively. Michael addition of some organic amines and thiolates to the nitroolefin intermediate (8) gave the corresponding 2-(substituted)-3-nitro-glucopyranosides (9a-h). Compounds 9a,c,h were deprotected to l0a,c,h. Sodium azide with 8 gave the triazolo nucleoside 11, which was deprotected to 12. 2-Deoxy-3-nitro analogue 14 was also obtained.

  DOI：

  10.1080/07328319808004672