4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one | 255368-90-2

• 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: 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-[(E)-2-(4-methoxyphenyl)ethenyl]-5-oxo-3-sulfanylidene-2H-1,2,4-triazin-4-yl]oxan-2-yl]methyl acetate
• CAS: 255368-90-2
• 化学式: C₂₆H₂₉N₃O₁₁S
• 分子量: 591.596
• InChiKey: RFAIKYGNRYNQTE-COMUBOJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  200
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one 在 tetraphosphorus decasulfide 、 氨 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 6.0h， 生成 6-β-(4-methoxyphenyl)vinyl-1,2,4-triazine-3,5(2H,4H)-dithione
  参考文献：
  名称：

  Selective Synthesis and Structure of 6-Arylvinyl-2- and 4-Glucosyl-1,2,4-triazines of Expected Interesting Biological Activity

  摘要：

  The 6-beta-arylvinyl-2- and 4-glucosyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-ones were synthesized with high selectivity using the recently developed amino protecting group strategy. The structure of these new glucosides was established chemically, and spectroscopically. Also, some interesting chemical transformations and rearrangements were observed.

  DOI：

  10.1080/07328319908044880
• 作为产物：
  描述：

  6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 氢氧化钾 作用下， 以 水 为溶剂， 以15%的产率得到4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one
  参考文献：
  名称：

  Selective Synthesis and Structure of 6-Arylvinyl-2- and 4-Glucosyl-1,2,4-triazines of Expected Interesting Biological Activity

  摘要：

  The 6-beta-arylvinyl-2- and 4-glucosyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-ones were synthesized with high selectivity using the recently developed amino protecting group strategy. The structure of these new glucosides was established chemically, and spectroscopically. Also, some interesting chemical transformations and rearrangements were observed.

  DOI：

  10.1080/07328319908044880