6-(2-thienylmethyl)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3-dihydro-3-thioxo-1,2,4-triazin-5(4H)-one | 1058139-64-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-(2-thienylmethyl)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3-dihydro-3-thioxo-1,2,4-triazin-5(4H)-one
• CAS: 1058139-64-2
• 化学式: C₂₂H₂₅N₃O₁₀S₂
• 分子量: 555.587
• InChiKey: XWMYMCADWMTFIC-GQUPQBGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  165.11
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  6-(2-thienylmethyl)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3-dihydro-3-thioxo-1,2,4-triazin-5(4H)-one 在 三乙烯二胺 作用下， 以 xylene 为溶剂， 反应 0.17h， 以34%的产率得到3,2-anhydro-6-(2-thienylmethyl)-2-(3,4,6-tri-O-acetyl-β-D-mannopyranosyl)-3-mercapto-1,2,4-triazin-5(2H)-one
  参考文献：
  名称：

  An improved direct synthetic approach to anhydronucleosides

  摘要：

  The synthesis of anhydrothioglycosyls has been improved by studying the reaction under a variety of reaction conditions including gas phase pyrolysis, heating in a solvent of high boiling point, in the presence of different bases including triethylamine, DABCO, and DBU, and in a microwave reactor. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.06.016
• 作为产物：
  描述：

  4-amino-6-(2-thienylmethyl)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3-dihydro-3-thioxo-1,2,4-triazin-5(4H)-one 在 溶剂黄146 、 sodium nitrite 作用下， 以78%的产率得到6-(2-thienylmethyl)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3-dihydro-3-thioxo-1,2,4-triazin-5(4H)-one
  参考文献：
  名称：

  An improved direct synthetic approach to anhydronucleosides

  摘要：

  The synthesis of anhydrothioglycosyls has been improved by studying the reaction under a variety of reaction conditions including gas phase pyrolysis, heating in a solvent of high boiling point, in the presence of different bases including triethylamine, DABCO, and DBU, and in a microwave reactor. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.06.016