3-O-acetyl-L-fucal | 104069-02-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-O-acetyl-L-fucal
• 英文别名: [(2S,3R,4S)-3-hydroxy-2-methyl-3,4-dihydro-2H-pyran-4-yl] acetate
• CAS: 104069-02-5
• 化学式: C₈H₁₂O₄
• 分子量: 172.181
• InChiKey: LIOHHIFSTLFWMF-APQOSEDMSA-N

物化性质

• 沸点：
  254.7±40.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-O-acetyl-L-fucal 以 吡啶 为溶剂， 反应 66.0h， 生成 4-O-acetyl-L-fucal
  参考文献：
  名称：

  Selective acylation of 6-deoxyglycals

  摘要：

  L-Rhamnal was acylated under a variety of conditions with various acylating reagents. Substitution of the hydroxyl group in the allylic position was favored when acetyl chloride, N-acetylimidazole, benzoyl chloride, and N-benzoylimidazole were used (40-60% net yields), whereas the homoallylic group of L-rhamnal was selectively protected when acetic anhydride-pyridine was employed for the acylation. The monoacetates of L-fucal underwent O-3----O-4 migration of the acetyl group, and selective acylation of this glycal could not be achieved.

  DOI：

  10.1016/s0008-6215(00)90679-7
• 作为产物：
  描述：

  1-乙酰基咪唑 、 L-fucal 在 甲苯 作用下， 反应 3.0h， 生成 4-O-acetyl-L-fucal 、 3-O-acetyl-L-fucal
  参考文献：
  名称：

  Selective acylation of 6-deoxyglycals

  摘要：

  L-Rhamnal was acylated under a variety of conditions with various acylating reagents. Substitution of the hydroxyl group in the allylic position was favored when acetyl chloride, N-acetylimidazole, benzoyl chloride, and N-benzoylimidazole were used (40-60% net yields), whereas the homoallylic group of L-rhamnal was selectively protected when acetic anhydride-pyridine was employed for the acylation. The monoacetates of L-fucal underwent O-3----O-4 migration of the acetyl group, and selective acylation of this glycal could not be achieved.

  DOI：

  10.1016/s0008-6215(00)90679-7

文献信息

• METHODS AND COMPOSITIONS FOR MAKING ANTIBODIES AND ANTIBODY DERIVATIVES WITH REDUCED CORE FUCOSYLATION
  申请人：Seattle Genetics, Inc.

  公开号：US20140031536A1

  公开（公告）日：2014-01-30

  The invention provides methods and compositions for preparing antibodies and antibody derivatives with reduced core fucosylation.

  这项发明提供了一种减少核心岩藻糖基化的抗体和抗体衍生物制备的方法和组合物。
• US8574907B2
  申请人：——

  公开号：US8574907B2

  公开（公告）日：2013-11-05
• US8993326B2
  申请人：——

  公开号：US8993326B2

  公开（公告）日：2015-03-31