(3aR,4S,5R,6aR)-5-{3-[5-(2,2-dimethyl-[1,3]dioxolan-4R-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-yloxy]-prop-1-ynyl}-2,4-dimethoxypyrimidine | 835613-52-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4S,5R,6aR)-5-{3-[5-(2,2-dimethyl-[1,3]dioxolan-4R-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-yloxy]-prop-1-ynyl}-2,4-dimethoxypyrimidine
• 英文别名: 5-[3-[[(3aR,5R,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]prop-1-ynyl]-2,4-dimethoxypyrimidine
• CAS: 835613-52-0
• 化学式: C₂₁H₂₈N₂O₈
• 分子量: 436.462
• InChiKey: CKTZUYKAZAEQOR-XLKGFZLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  99.62
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (3aR,4S,5R,6aR)-5-{3-[5-(2,2-dimethyl-[1,3]dioxolan-4R-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-yloxy]-prop-1-ynyl}-2,4-dimethoxypyrimidine 在 吡啶 、 sodium periodate 、 chloroamine-T 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 29.75h， 生成 (5aS,5bR,8aR,9aR)-3-(2,4-dimethoxypyrimidin-5-yl)-7,7-dimethyl-2-phenyl-2,4,5a,5b,8a,9a-hexahydro-5,6,8,9-tetraoxa-1,2-diazacyclopenta[b]-as-indacene
  参考文献：
  名称：

  Cyclization in situ of enose-/ynose-nitrilimines: an expedient approach to the synthesis of chiral glycopyrazoles and pyrazolonucleosides

  摘要：

  Intramolecular [3 + 2] nitrilimine cycloaddition reactions on carbohydrate-derived substrates proceed in a regioselective fashion, affording structurally novel chiral glycopyrazoles (4-6 and 10a-c) in good yields. The products can be subsequently transformed to bicyclic pyrazoles (viz. 11 from 4) or nucleoside analogues (viz. 12 from 4). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.096
• 作为产物：
  描述：

  双丙酮葡萄糖 、 alkaline earth salt of/the/ methylsulfuric acid 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 四丁基溴化铵 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 32.0h， 生成 (3aR,4S,5R,6aR)-5-{3-[5-(2,2-dimethyl-[1,3]dioxolan-4R-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-yloxy]-prop-1-ynyl}-2,4-dimethoxypyrimidine
  参考文献：
  名称：

  Cyclization in situ of enose-/ynose-nitrilimines: an expedient approach to the synthesis of chiral glycopyrazoles and pyrazolonucleosides

  摘要：

  Intramolecular [3 + 2] nitrilimine cycloaddition reactions on carbohydrate-derived substrates proceed in a regioselective fashion, affording structurally novel chiral glycopyrazoles (4-6 and 10a-c) in good yields. The products can be subsequently transformed to bicyclic pyrazoles (viz. 11 from 4) or nucleoside analogues (viz. 12 from 4). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.096