methyl 3,4-anhydro-2-azido-2,6-dideoxy-β-L-allopyranoside | 676127-56-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 英文名称: methyl 3,4-anhydro-2-azido-2,6-dideoxy-β-L-allopyranoside
• 英文别名: (1S,2S,4S,5S,6R)-5-azido-4-methoxy-2-methyl-3,7-dioxabicyclo[4.1.0]heptane
• CAS: 676127-56-3
• 化学式: C₇H₁₁N₃O₃
• 分子量: 185.183
• InChiKey: GJGHILMYRWBGPB-ZVPSTABDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3,4-anhydro-2-azido-2,6-dideoxy-β-L-allopyranoside 在 吡啶 、 叠氮基三甲基硅烷 、 硫酸 、 三氟化硼乙醚 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-β-L-gulopyranose
  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-β-L-altropyranoside 在 吡啶 、 sodium azide 、 18-冠醚-6 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl 3,4-anhydro-2-azido-2,6-dideoxy-β-L-allopyranoside
  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.