1,2,3,6-tetra-O-benzoyl-4-deoxy-4-fluoro-β-D-galactopyranose | 1344035-32-0

• 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: 1,2,3,6-tetra-O-benzoyl-4-deoxy-4-fluoro-β-D-galactopyranose
• 英文别名: [(2R,3S,4R,5R,6S)-4,5,6-tribenzoyloxy-3-fluorooxan-2-yl]methyl benzoate
• CAS: 1344035-32-0
• 化学式: C₃₄H₂₇FO₉
• 分子量: 598.581
• InChiKey: UWHDGLUGFUHKLC-NFUQQPFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1,2,3,6-tetra-O-benzoyl-4-(1,1,1-trifluoromethanesulfonyl)-β-D-glucopyranose 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 2-甲基四氢呋喃 为溶剂， 反应 2.0h， 以91%的产率得到1,2,3,6-tetra-O-benzoyl-4-deoxy-4-fluoro-β-D-galactopyranose
  参考文献：
  名称：

  Syntheses and NMR characterizations of epimeric 4-deoxy-4-fluoro carbohydrates

  摘要：

  The synthesis and NMR characterizations of 1,2,3,6-tetra-O-benzoyl-4-deoxy-4-fluoro-beta-D-galactopyranoside, the 4-deoxy-4-fluoro epimer of an intermediate in the synthesis of a drug substance, needed for use as a potential impurity standard and to confirm the stereoselectivity of a key fluorination step, are described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.07.019

文献信息

• Syntheses and NMR characterizations of epimeric 4-deoxy-4-fluoro carbohydrates
  作者：Witold Subotkowski、Dirk Friedrich、Franz J. Weiberth

  DOI：10.1016/j.carres.2011.07.019

  日期：2011.11

  The synthesis and NMR characterizations of 1,2,3,6-tetra-O-benzoyl-4-deoxy-4-fluoro-beta-D-galactopyranoside, the 4-deoxy-4-fluoro epimer of an intermediate in the synthesis of a drug substance, needed for use as a potential impurity standard and to confirm the stereoselectivity of a key fluorination step, are described. (C) 2011 Elsevier Ltd. All rights reserved.