methyl 2,4-diazido-2,4,6-trideoxy-α-L-idopyranoside | 676127-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,4-diazido-2,4,6-trideoxy-α-L-idopyranoside
• 英文别名: (2R,3R,4S,5S,6S)-3,5-diazido-2-methoxy-6-methyloxan-4-ol
• CAS: 676127-43-8
• 化学式: C₇H₁₂N₆O₃
• 分子量: 228.211
• InChiKey: CFTOVUMMLZUTRW-CXNFULCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2,4-diazido-2,4,6-trideoxy-α-L-idopyranoside 在 吡啶 、 硫酸 作用下， 以 溶剂黄146 为溶剂， 生成 1,3-di-O-acetyl-2,4-diazido-2,4,6-trideoxy-α-L-idopyranose
  参考文献：
  名称：

  2,4-Diazido-2,4,6-trideoxy-l-hexopyranoses as valuable building units in the synthesis of natural products

  摘要：

  Synthesis of five L-enantiomers of 2,4-diazido-2,4,6-trideoxy-pyranoses has been accomplished. These sugars were prepared via the regioselective protection of hydroxyl groups in L-rhamnoside and L-fucoside, followed by triflation and subsequent S(N)2 substitution with azido nucleophiles. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.11.018
• 作为产物：
  描述：

  methyl 3,4-anhydro-6-deoxy-2-O-methanesulfonyl-α-L-altropyranoside 在 叠氮基三甲基硅烷 、 三氟化硼乙醚 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 methyl 2,4-diazido-2,4,6-trideoxy-α-L-idopyranoside
  参考文献：
  名称：

  2,4-Diazido-2,4,6-trideoxy-l-hexopyranoses as valuable building units in the synthesis of natural products

  摘要：

  Synthesis of five L-enantiomers of 2,4-diazido-2,4,6-trideoxy-pyranoses has been accomplished. These sugars were prepared via the regioselective protection of hydroxyl groups in L-rhamnoside and L-fucoside, followed by triflation and subsequent S(N)2 substitution with azido nucleophiles. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.11.018

文献信息

• 2,4-Diazido-2,4,6-trideoxy-l-hexopyranoses as valuable building units in the synthesis of natural products
  作者：Anna Banaszek、Vladimir Zaitsev

  DOI：10.1016/j.tetasy.2003.11.018

  日期：2004.1

  Synthesis of five L-enantiomers of 2,4-diazido-2,4,6-trideoxy-pyranoses has been accomplished. These sugars were prepared via the regioselective protection of hydroxyl groups in L-rhamnoside and L-fucoside, followed by triflation and subsequent S(N)2 substitution with azido nucleophiles. (C) 2003 Elsevier Ltd. All rights reserved.