(2R,3R,4R,5R)-6-(Phenanthro[9,10-e][1,2,4]triazin-3-yl-hydrazono)-hexane-1,2,3,4,5-pentaol | 212792-50-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2R,3R,4R,5R)-6-(Phenanthro[9,10-e][1,2,4]triazin-3-yl-hydrazono)-hexane-1,2,3,4,5-pentaol
• CAS: 212792-50-2
• 化学式: C₂₁H₂₁N₅O₅
• 分子量: 423.428
• InChiKey: CEBAGUKDEHCFAZ-XNFNUYLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  164.21
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (2R,3R,4R,5R)-6-(Phenanthro[9,10-e][1,2,4]triazin-3-yl-hydrazono)-hexane-1,2,3,4,5-pentaol 在 吡啶 作用下， 反应 8.0h， 以68%的产率得到Acetic acid (1R,2R,3R,4R)-2,3,4,5-tetraacetoxy-1-(phenanthro[9,10-e][1,2,4]triazin-3-yl-hydrazonomethyl)-pentyl ester
  参考文献：
  名称：

  Synthesis of Acyclo C-Nucleosides OF Phenanthro[9,10-e][1,2,4]Triazino[3,4-c]-[1,2,4] Triazoles, and Their Precursors

  摘要：

  Reaction of 3 -hydrazinophenanthro[9, 10-e][l,2,4]triazine (1) with aliphatic and aromatic aldehydes as well as monosaccharides gave the corresponding hydrazones 2a-g. The D-glucose analogue exists in the cyclic pyranosyl structure 5. Acetylation and partial acetylation of the sugar hydrazones were carried out. Cyclization of a number of hydrazones including the partially acetylated sugar hydrazones by thionyl chloride gave regioselectively the respective angular isomer 1-substituted phenanthro[9,10-e][ l,2,4]triazino[3,4-c][ 1,2,4]triazoles 16i-l, and not the linear isomer. The cyclization of 1 with acetic acid, however, gave regioselectively the linear isomer 19. The structural assignments were based on a model study whereby the angular 16a was found to be different from the linear isomer 19a obtained by the condensation of 4,5-diamino-3-methyl- 1,2,4-triazole with 9, 10-phenanthraquinone. Periodate oxidation of 2d gave 20 whose reaction with 1 gave 21.

  DOI：

  10.1080/07328319808003477
• 作为产物：
  描述：

  2H-phenanthro[9,10-e][1,2,4]triazine-3-thione 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (2R,3R,4R,5R)-6-(Phenanthro[9,10-e][1,2,4]triazin-3-yl-hydrazono)-hexane-1,2,3,4,5-pentaol
  参考文献：
  名称：

  Synthesis of Acyclo C-Nucleosides OF Phenanthro[9,10-e][1,2,4]Triazino[3,4-c]-[1,2,4] Triazoles, and Their Precursors

  摘要：

  Reaction of 3 -hydrazinophenanthro[9, 10-e][l,2,4]triazine (1) with aliphatic and aromatic aldehydes as well as monosaccharides gave the corresponding hydrazones 2a-g. The D-glucose analogue exists in the cyclic pyranosyl structure 5. Acetylation and partial acetylation of the sugar hydrazones were carried out. Cyclization of a number of hydrazones including the partially acetylated sugar hydrazones by thionyl chloride gave regioselectively the respective angular isomer 1-substituted phenanthro[9,10-e][ l,2,4]triazino[3,4-c][ 1,2,4]triazoles 16i-l, and not the linear isomer. The cyclization of 1 with acetic acid, however, gave regioselectively the linear isomer 19. The structural assignments were based on a model study whereby the angular 16a was found to be different from the linear isomer 19a obtained by the condensation of 4,5-diamino-3-methyl- 1,2,4-triazole with 9, 10-phenanthraquinone. Periodate oxidation of 2d gave 20 whose reaction with 1 gave 21.

  DOI：

  10.1080/07328319808003477