1-((2R,4aR,6R,7S,8S,8aS)-7-Hydroxy-2-phenyl-8-pyrrolidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-5-methyl-1H-pyrimidine-2,4-dione | 923569-19-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-((2R,4aR,6R,7S,8S,8aS)-7-Hydroxy-2-phenyl-8-pyrrolidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 923569-19-1
• 化学式: C₂₂H₂₇N₃O₆
• 分子量: 429.473
• InChiKey: ICSCQBDEGSMAGD-ORAJIYJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.68
• 重原子数：
  31.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  106.02
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-((2R,4aR,6R,7S,8S,8aS)-7-Hydroxy-2-phenyl-8-pyrrolidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-5-methyl-1H-pyrimidine-2,4-dione 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 0.33h， 生成 1-((2R,3S,4R,5S,6R)-3,5-Dihydroxy-6-hydroxymethyl-4-pyrrolidin-1-yl-tetrahydro-pyran-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  A general and efficient route to 3′-deoxy-3′-N-, S-, and C-substituted altropyranosyl thymines from 2′,3′-O-anhydro-mannopyranosylthymine

  摘要：

  An efficient route to 1-(2,3-O-anhydro-4,6-O-phenylmethylene--D-mannopyranosyl) thymine from 1,2,4,6-tetra-O-acetyl-3-O-tosyl-beta-D-glucopyranose has been devised. This newly synthesized epoxide is opened up regioselectively at the C-3'-position by N-, S-, and C-nucleophiles to afford a wide range of new 3-deoxy-3'-substituted altropyranosyl thymines. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2006.11.025
• 作为产物：
  描述：

  四氢吡咯 、 1-(2,3-O-anhydro-4,6-O-(R)-phenylmethylene-β-D-mannopyranosyl) thymine 以 二甲基亚砜 为溶剂， 反应 24.0h， 以84%的产率得到1-((2R,4aR,6R,7S,8S,8aS)-7-Hydroxy-2-phenyl-8-pyrrolidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  A general and efficient route to 3′-deoxy-3′-N-, S-, and C-substituted altropyranosyl thymines from 2′,3′-O-anhydro-mannopyranosylthymine

  摘要：

  An efficient route to 1-(2,3-O-anhydro-4,6-O-phenylmethylene--D-mannopyranosyl) thymine from 1,2,4,6-tetra-O-acetyl-3-O-tosyl-beta-D-glucopyranose has been devised. This newly synthesized epoxide is opened up regioselectively at the C-3'-position by N-, S-, and C-nucleophiles to afford a wide range of new 3-deoxy-3'-substituted altropyranosyl thymines. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2006.11.025