2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-styryl-1,2,4-triazine-3,5(2H,4H)-dithione | 255368-59-3

• 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: 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-styryl-1,2,4-triazine-3,5(2H,4H)-dithione
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-[(E)-2-phenylethenyl]-3,5-bis(sulfanylidene)-1,2,4-triazin-2-yl]oxan-2-yl]methyl acetate
• CAS: 255368-59-3
• 化学式: C₂₅H₂₇N₃O₉S₂
• 分子量: 577.636
• InChiKey: DVMFMXFBQWLCDE-LHDKWRMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  206
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-styryl-1,2,4-triazine-3,5(2H,4H)-dithione 、 碘甲烷 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 生成 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-methylsulfanyl-6-((E)-styryl)-5-thioxo-5H-[1,2,4]triazin-2-yl]-tetrahydro-pyran-3-yl ester 、 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-methylsulfanyl-6-((E)-styryl)-3-thioxo-3H-[1,2,4]triazin-2-yl]-tetrahydro-pyran-3-yl ester
  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-styryl-2,3,4,5-tetrahydro-3-thioxo-1,2,4-triazin-5-one 在 tetraphosphorus decasulfide 、 三乙胺 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-styryl-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