3,5-bis(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1,2,4-thiadiazole | 358738-53-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-bis(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1,2,4-thiadiazole
• 英文别名: [(2R,3S,4R,5S,6S)-3,4,5-triacetyloxy-6-[5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]-1,2,4-thiadiazol-3-yl]oxan-2-yl]methyl acetate
• CAS: 358738-53-1
• 化学式: C₃₀H₃₈N₂O₁₈S
• 分子量: 746.7
• InChiKey: MDYGHAUMXIEVAN-CJBKXDKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  51
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  283
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  3,5-bis(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1,2,4-thiadiazole 在 sodium methylate 作用下， 以 甲醇 、 氯仿 为溶剂， 以95%的产率得到3,5-bis(β-D-galactopyranosyl)-1,2,4-thiadiazole
  参考文献：
  名称：

  Preparation of 3,5-bis-(β- d -glycopyranosyl)-1,2,4-thiadiazoles from C -(β- d -glycopyranosyl)thioformamides

  摘要：

  Acylated C-glycopyranosyl thioformamides of D-gluco, D-galacto, and D-xylo configuration were obtained by treating the corresponding glycosyl cyanides with hydrogen sulfide in the presence of triethylamine. The thioformamides gave 3,5-bis-(beta -D-glycopyranosyl)-1,2,4-thiadiazoles in reactions with potassium bromate and sodium dithionite in dichloromethane-water biphasic solvent mixture. Deprotected derivatives were prepared by Zemplen deacylation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00444-6
• 作为产物：
  描述：

  (2R,3S,4S,5R,6R)-2-(乙酰氧基甲基)-6-硫代氨基甲酰四氢-2H-吡喃-3,4,5-三基三乙酸酯 在 potassium bromate 、 sodium dithionite 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 以94%的产率得到3,5-bis(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1,2,4-thiadiazole
  参考文献：
  名称：

  Preparation of 3,5-bis-(β- d -glycopyranosyl)-1,2,4-thiadiazoles from C -(β- d -glycopyranosyl)thioformamides

  摘要：

  Acylated C-glycopyranosyl thioformamides of D-gluco, D-galacto, and D-xylo configuration were obtained by treating the corresponding glycosyl cyanides with hydrogen sulfide in the presence of triethylamine. The thioformamides gave 3,5-bis-(beta -D-glycopyranosyl)-1,2,4-thiadiazoles in reactions with potassium bromate and sodium dithionite in dichloromethane-water biphasic solvent mixture. Deprotected derivatives were prepared by Zemplen deacylation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00444-6