3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->5)-3-N-benzoyl-2',3'-O-isopropylidene-uridine | 952688-62-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->5)-3-N-benzoyl-2',3'-O-isopropylidene-uridine
• CAS: 952688-62-9
• 化学式: C₃₉H₄₂N₂O₁₁
• 分子量: 714.769
• InChiKey: LYKCDPFNWWNPTF-GIWWTSGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  52.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  145.91
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->5)-3-N-benzoyl-2',3'-O-isopropylidene-uridine 在 palladium dihydroxide ammonium hydroxide 、 环己烯 作用下， 以 甲醇 、 四氢呋喃 、 乙醇 为溶剂， 反应 3.5h， 以84%的产率得到2-deoxy-α-D-glucopyranosyl-(1->5)-2',3'-O-isopropylidene-uridine
  参考文献：
  名称：

  Adducts of uridine and glycals as potential substrates for glycosyltransferases

  摘要：

  We report on the synthesis of 2-deoxyglycosyl derivatives of uridine as potential donor substrates for glycosyltransferases. The totally stereoselective synthesis is accomplished by two sequential addition reactions of uridine derivatives to glycals promoted by triphenylphosphine-hydrogen bromide. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2007.07.001
• 作为产物：
  描述：

  3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->5)-3-N-benzoyl-2',3'-O-isopropylidene-uridine 在 乙酰氯 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以83%的产率得到3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->5)-3-N-benzoyl-2',3'-O-isopropylidene-uridine
  参考文献：
  名称：

  Adducts of uridine and glycals as potential substrates for glycosyltransferases

  摘要：

  We report on the synthesis of 2-deoxyglycosyl derivatives of uridine as potential donor substrates for glycosyltransferases. The totally stereoselective synthesis is accomplished by two sequential addition reactions of uridine derivatives to glycals promoted by triphenylphosphine-hydrogen bromide. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2007.07.001