[(2R,4R,5R,6S,7S)-5,6-diacetyloxy-12-cyano-11-(4-methoxyphenyl)-13-oxo-3-oxa-8-thia-1,10-diazatricyclo[7.4.0.02,7]trideca-9,11-dien-4-yl]methyl acetate | 1202395-99-0

• 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: [(2R,4R,5R,6S,7S)-5,6-diacetyloxy-12-cyano-11-(4-methoxyphenyl)-13-oxo-3-oxa-8-thia-1,10-diazatricyclo[7.4.0.02,7]trideca-9,11-dien-4-yl]methyl acetate
• CAS: 1202395-99-0
• 化学式: C₂₄H₂₃N₃O₉S
• 分子量: 529.527
• InChiKey: YOXFUNIBHXZDBF-ZNCFPDGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  179
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  5-cyano-6-p-methoxyphenyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)-2-pyrimidin-4(1H)-one 反应 0.5h， 以16%的产率得到2,2'-anhydro-2-mercapto-6-p-methoxyphenyl-1-(3,4,6-tri-O-acetyl-β-D-mannopyranosyl)pyrimidin-5(2H)-one
  参考文献：
  名称：

  A direct synthetic approach to uracil anhydrothionucleoside derivatives

  摘要：

  Direct conversion of peracylated N-1-(beta-D-glucopyranosyl)-2-thiouracil derivatives into the corresponding anhydrothionucleosides has been studied under various conditions including: gas-phase pyrolysis, heating without a solvent, and by heating in a solvent of high boiling point (DPE) in the presence of a base (DABCO) and reaction in a microwave reactor. Heating at 210-220 degrees C was found to give the best yield of a single isomer. The structures of the new anhydrothionucleosides were confirmed by NMR techniques. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.09.006