methyl 3-acetamido-2,3,5-trideoxy-5-iodo-β-D-ribofuranoside | 532413-75-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-acetamido-2,3,5-trideoxy-5-iodo-β-D-ribofuranoside
• CAS: 532413-75-5
• 化学式: C₈H₁₄INO₃
• 分子量: 299.109
• InChiKey: DBVCDQXERRTXST-XLPZGREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.69
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 3-acetamido-2,3,5-trideoxy-5-iodo-β-D-ribofuranoside 在 红铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 9.0h， 生成 N-((2S,3S,5R)-2-Isopropylphosphinoylmethyl-5-methoxy-tetrahydro-furan-3-yl)-acetamide
  参考文献：
  名称：

  Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-d-erythro-pentopyranoses

  摘要：

  H-1 NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the alpha and beta configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-alpha- and beta-D-erythro-pentopyranoses. The conformation of the title compounds was determined by H-1 NMR as C-1(4) in CDCl3 and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00397-x
• 作为产物：
  描述：

  methyl 3-azido-2,3-dideoxy-5-O-triphenylmethyl-D-erythro-pentofuranoside 在 吡啶 、 盐酸 、 三正丁基氢锡 、 sodium iodide 作用下， 以 甲醇 、 丙酮 、 甲苯 为溶剂， 反应 5.25h， 生成 methyl 3-acetamido-2,3,5-trideoxy-5-iodo-β-D-ribofuranoside
  参考文献：
  名称：

  Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-d-erythro-pentopyranoses

  摘要：

  H-1 NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the alpha and beta configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-alpha- and beta-D-erythro-pentopyranoses. The conformation of the title compounds was determined by H-1 NMR as C-1(4) in CDCl3 and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00397-x