(3aS,6R,6aS)-6-[(1S)-2-azido-1-hydroxyethyl]-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one | 906659-74-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,6R,6aS)-6-[(1S)-2-azido-1-hydroxyethyl]-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
• CAS: 906659-74-3
• 化学式: C₉H₁₃N₃O₅
• 分子量: 243.219
• InChiKey: FNXNTPRTPCHPDZ-VZFHVOOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  113.75
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  甲基锂 、 (3aS,6R,6aS)-6-[(1S)-2-azido-1-hydroxyethyl]-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one 以 四氢呋喃 为溶剂， 以68%的产率得到(3aS,4S,6R,6aS)-6-[(1S)-2-azido-1-hydroxyethyl]-2,2,4-trimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-ol
  参考文献：
  名称：

  Inhibition of Fucosyl Transferase and Fucosidase by a Rigid Bicyclic Mimic of α-L-Fucose

  摘要：

  A rigid bicyclic analogue of a-L-fucose, prepared from a monoacetonide of L-gulonolactone in an overall yield of 36% without the need for column chromatography, is a potent inhibitor of fucosidases and a weak inhibitor of a fucosyl transferase. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10473-7
• 作为产物：
  描述：

  在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (3aS,6R,6aS)-6-[(1S)-2-azido-1-hydroxyethyl]-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
  参考文献：
  名称：

  Inhibition of Fucosyl Transferase and Fucosidase by a Rigid Bicyclic Mimic of α-L-Fucose

  摘要：

  A rigid bicyclic analogue of a-L-fucose, prepared from a monoacetonide of L-gulonolactone in an overall yield of 36% without the need for column chromatography, is a potent inhibitor of fucosidases and a weak inhibitor of a fucosyl transferase. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10473-7