methyl 2,3,4-tri-O-acetyl-6-deoxy-6-[N'-propyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside | 1021460-84-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,4-tri-O-acetyl-6-deoxy-6-[N'-propyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside
• CAS: 1021460-84-3
• 化学式: C₂₅H₃₄N₄O₈S
• 分子量: 550.633
• InChiKey: YSSSSYSIFQGVLH-IFPLKCGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  38.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  146.67
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  methyl 2,3,4-tri-O-acetyl-6-deoxy-6-[N'-propyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以89%的产率得到methyl 6-deoxy-6-[N'-propyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and bioactivity of novel methyl 6-deoxy-6-(N′-alkyl/aryl-N″-benzothiazol-2-yl)guanidino-α-d-glucopyranosides

  摘要：

  A series of new methyl 6-deoxy-6-[N'-alkyl/aryl-N"-(benzothiazol-2-yl)]guanidino-alpha-D-glucopyranosides were obtained from the reaction of an alkyl/aryl amine in the presence of HgCl2 and sugar-thiourea derivatives, followed by the removal of protecting groups. The sugar-thiourea derivatives were obtained from the treatment of 2-aminobenzothiazole derivatives with methyl 2,3,4-tri-O-acetyl-6-deoxy-6-isothiocyanato-alpha-D-glucopyranoside in dry pyridine. Some of the synthesized guanidines displayed anti-influenza activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.12.001
• 作为产物：
  描述：

  正丙胺 、 methyl 2,3,4-tri-O-acetyl-6-deoxy-6-[N'-(6-methylbenzothiazol-2-yl)]thioureido-α-D-glucopyranoside 在 三乙胺 、 mercury dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到methyl 2,3,4-tri-O-acetyl-6-deoxy-6-[N'-propyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and bioactivity of novel methyl 6-deoxy-6-(N′-alkyl/aryl-N″-benzothiazol-2-yl)guanidino-α-d-glucopyranosides

  摘要：

  A series of new methyl 6-deoxy-6-[N'-alkyl/aryl-N"-(benzothiazol-2-yl)]guanidino-alpha-D-glucopyranosides were obtained from the reaction of an alkyl/aryl amine in the presence of HgCl2 and sugar-thiourea derivatives, followed by the removal of protecting groups. The sugar-thiourea derivatives were obtained from the treatment of 2-aminobenzothiazole derivatives with methyl 2,3,4-tri-O-acetyl-6-deoxy-6-isothiocyanato-alpha-D-glucopyranoside in dry pyridine. Some of the synthesized guanidines displayed anti-influenza activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.12.001