1-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-piperidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione | 176755-62-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-piperidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione
• CAS: 176755-62-7
• 化学式: C₂₂H₂₆N₄O₇
• 分子量: 458.471
• InChiKey: JNVRTPZMFWVXPK-LXPDTAIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.05
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  128.93
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-piperidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione 在 水 、 三氟乙酸 作用下， 反应 0.58h， 以71%的产率得到1-(2,3-dideoxy-3-nitro-2-piperidino-β-D-glucopyranosyl)uracil
  参考文献：
  名称：

  Stereoselective Reactions OF 1-(4,6-O-Benzylidene-2,3-Didehydro-2,3-dideoxy-3-nitro-β-D-hexopyranosyl)uracil with some Nucleophiles¶

  摘要：

  Michael addition of benzylamine, piperidine, morpholine, pyrrolidine, cyclohexylamine, allylamine and dimethylmalonate to the nitroolefin (5) generated in situ from 1-(4,6-O-benzylidene-3-deoxy-3-nitro-beta-D-glucopyranosyl)uracil (4b) gave the corresponding 2-(substituted-amino)-3-deoxy-3-nitro-beta-D-glucopyranosides (6a-f and 6h). Reaction of 4b with N,N'-carbonyldiimidazole directly gave 6g. Compound 4b was converted into the 2-deoxy analogue (8), which was reduced to the 3-amino (9) and 3-hydroxylamino analogue (10).

  DOI：

  10.1080/07328319608002131
• 作为产物：
  描述：

  1-(4,6-O-benzylidene-3-deoxy-3-nitro-β-D-glucopyranosyl)uracil 在 甲基磺酰氯 、 三乙胺 作用下， 以 丙酮 为溶剂， 反应 1.42h， 生成 1-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-piperidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Stereoselective Reactions OF 1-(4,6-O-Benzylidene-2,3-Didehydro-2,3-dideoxy-3-nitro-β-D-hexopyranosyl)uracil with some Nucleophiles¶

  摘要：

  Michael addition of benzylamine, piperidine, morpholine, pyrrolidine, cyclohexylamine, allylamine and dimethylmalonate to the nitroolefin (5) generated in situ from 1-(4,6-O-benzylidene-3-deoxy-3-nitro-beta-D-glucopyranosyl)uracil (4b) gave the corresponding 2-(substituted-amino)-3-deoxy-3-nitro-beta-D-glucopyranosides (6a-f and 6h). Reaction of 4b with N,N'-carbonyldiimidazole directly gave 6g. Compound 4b was converted into the 2-deoxy analogue (8), which was reduced to the 3-amino (9) and 3-hydroxylamino analogue (10).

  DOI：

  10.1080/07328319608002131