methyl 2-acetamido-6-amino-2,6-dideoxy-β-D-glucopyranoside | 76101-23-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-acetamido-6-amino-2,6-dideoxy-β-D-glucopyranoside
• 英文别名: N-[(2R,3R,4R,5S,6R)-6-(aminomethyl)-4,5-dihydroxy-2-methoxyoxan-3-yl]acetamide
• CAS: 76101-23-0
• 化学式: C₉H₁₈N₂O₅
• 分子量: 234.252
• InChiKey: QRACDYZKGBERSZ-JGKVKWKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.46
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  114.04
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-thio-α/β-D-galactofuranose 、 methyl 2-acetamido-6-amino-2,6-dideoxy-β-D-glucopyranoside 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 methyl 2-acetamido-6-amino-2,6-dideoxy-6-N-(4-thio-β-D-galactofuranosyl)-β-D-glucopyranoside 、 methyl 2-acetamido-6-amino-2,6-dideoxy-6-N-(4-thio-α-D-galactofuranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Novel 4-thiogalactofuranosyl-containing disaccharides with nitrogen in the interglycosidic linkage

  摘要：

  The syntheses of three novel disaccharides containing a 4-thiogalactofuranosyl residue as the non-reducing unit and a nitrogen in the interglycosidic linkage are described. Acid-catalyzed condensation reactions of 4-thio-alpha/beta-D-galactofuranose with either methyl 3-amino-3-deoxy-alpha-D-mannopyranoside, methyl 2-amino-2-deoxy-alpha-D-mannopyranoside, or methyl 2-acetamido-6-amino-2,6-dideoxy-beta-D-glucopyranoside gave methyl 3-amino-3-deoxy-3-N-(4-thio-alpha/beta-D-galactofuranosyl)-alpha-D-mannopyranoside, methyl 2-amino-2-deoxy-2-N-(4-thio-alpha/beta-D-galactofuranosyl)-alpha-D-mannopyranoside, or methyl 2-acetamido-6-amino-2,6-dideoxy-6-N-(4-thio-alpha/beta-D-galactofuranosyl)-beta-D-glucopyranoside. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00044-6
• 作为产物：
  描述：

  methyl 2-acetamido-6-azido-2,6-dideoxy-β-D-glucopyranoside 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以77%的产率得到methyl 2-acetamido-6-amino-2,6-dideoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Bundle, David R.; Josephson, Staffan, Canadian Journal of Chemistry, 1980, vol. 58, p. 2679 - 2685

  摘要：

  DOI：