methyl 6-deoxy-6-[N'-cyclohexanyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside | 1021460-96-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-deoxy-6-[N'-cyclohexanyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside
• 英文别名: 1-cyclohexyl-3-(6-methyl-1,3-benzothiazol-2-yl)-2-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl]guanidine
• CAS: 1021460-96-7
• 化学式: C₂₂H₃₂N₄O₅S
• 分子量: 464.586
• InChiKey: XMNKYSYNGJNCMW-PKOFMYQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  157
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl 2,3,4-tri-O-acetyl-6-deoxy-6-[N'-cyclohexanyl-N''-(6-methylbenzothiazol-2-yl)]guanidino-α-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以92%的产率得到methyl 6-deoxy-6-[N'-cyclohexanyl-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

文献信息

• Synthesis and bioactivity of novel methyl 6-deoxy-6-(N′-alkyl/aryl-N″-benzothiazol-2-yl)guanidino-α-d-glucopyranosides
  作者：Yong-Hua Liu、Ling-Hua Cao

  DOI：10.1016/j.carres.2007.12.001

  日期：2008.3

  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.