(2R,3R,6R)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methoxy)tetrahydro-4H-pyran-4-one | 1423038-23-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,6R)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methoxy)tetrahydro-4H-pyran-4-one
• CAS: 1423038-23-6
• 化学式: C₄₈H₅₂O₁₀
• 分子量: 788.935
• InChiKey: UNRSYBXZXWMXNR-SPDUAZELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.62
• 重原子数：
  58.0
• 可旋转键数：
  20.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  100.14
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  甲基2,3,4-三-O-苄基-α-D-吡喃葡萄糖苷 、 (2R,3R)-3-(benzyloxy)-2-((benzyloxy)methyl)-2,3-dihydro-4H-pyran-4-one 在 sodium hydroxide 作用下， 以 苯 为溶剂， 反应 0.5h， 以82%的产率得到
  参考文献：
  名称：

  Synthesis of α-2-deoxy-ulosides by Michael addition of hex-1-en-3-ones

  摘要：

  alpha-2-Deoxyulosides were synthesized in moderate to good yields by Michael addition of various O-nucleophiles to hex-1-en-3-ones in the presence of NaOH. These glycosyl additions were complete in 30 min at room temperature with high alpha-stereoselectivity in 53-92% yield. In addition, high alpha-stereoselectivity was also observed when S-nucleophiles were examined at 0 degrees C for 90 min. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.085