N1-beta-D-吡喃葡萄糖基氨基-胍硝酸盐 | 109853-81-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: N1-beta-D-吡喃葡萄糖基氨基-胍硝酸盐
• 英文名称: N¹-(β-D-glucopyranosylamino)guanidine hydrochloride
• 英文别名: N1-b-D-Glucopyranosylamino-guanidine HCl；2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]guanidine;hydrochloride
• CAS: 109853-81-8
• 化学式: C₇H₁₆N₄O₅*ClH
• 分子量: 272.689
• InChiKey: OZWPFFIDQAQUEH-WYRLRVFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.01
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  167
• 氢给体数：
  8
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 N1-beta-D-吡喃葡萄糖基氨基-胍硝酸盐 在 三乙胺 作用下， 以 吡啶 为溶剂， 反应 15.0h， 以80%的产率得到Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[N-acetyl-N'-(bis-acetylamino-methylene)-hydrazino]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Cyclization reactions of N1-(glycopyranosylamino) guanidines

  摘要：

  Acetylation of N-1-(aldopyranosylamino)guanidines 2-4 with D-gluco, D-galacto, and L-arabino configuration gives rise to N-1-per(O-acetylglycopyranosylamino)-N-1, N-2, N-3-triacetylguanidines 5-7 in good yields, as already stated by Feather and coworkers [Carbohydr. Res., 267 (1995) 17-25] for the gluco compound. The acylaminoguanidines prepared have been cyclized under mild conditions (boiling in ethanol or treatment with cold 0.1 M sodium methylate solution) to afford 3-amino-N-1-glycopyranosyl-5-methyl-1H-1,2,4-triazoles. The structure of these pyranosyl nucleosides 9, 10, 12-14 is discussed using H-1 and C-13 NMR spectroscopy and mass spectrometry. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00116-x

文献信息

• Cyclization reactions of N1-(glycopyranosylamino) guanidines
  作者：Zoltán Györgydeák、Wolfgang Holzer、Joachim Thiem

  DOI：10.1016/s0008-6215(97)00116-x

  日期：1997.8

  Acetylation of N-1-(aldopyranosylamino)guanidines 2-4 with D-gluco, D-galacto, and L-arabino configuration gives rise to N-1-per(O-acetylglycopyranosylamino)-N-1, N-2, N-3-triacetylguanidines 5-7 in good yields, as already stated by Feather and coworkers [Carbohydr. Res., 267 (1995) 17-25] for the gluco compound. The acylaminoguanidines prepared have been cyclized under mild conditions (boiling in ethanol or treatment with cold 0.1 M sodium methylate solution) to afford 3-amino-N-1-glycopyranosyl-5-methyl-1H-1,2,4-triazoles. The structure of these pyranosyl nucleosides 9, 10, 12-14 is discussed using H-1 and C-13 NMR spectroscopy and mass spectrometry. (C) 1997 Elsevier Science Ltd.