1,3-di-O-acetyl-α-D-2-deoxyribofuranoside | 1192357-04-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-di-O-acetyl-α-D-2-deoxyribofuranoside
• 英文别名: 1,3-di-O-acetyl-2-deoxy-α-D-ribofuranose；[(2R,3S,5R)-5-acetyloxy-2-(hydroxymethyl)oxolan-3-yl] acetate
• CAS: 1192357-04-2
• 化学式: C₉H₁₄O₆
• 分子量: 218.207
• InChiKey: ADDGPTMCLSNKRF-YIZRAAEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,3,5-tri-O-acetyl-2-deoxyribose 在 Candida antarctica B lipase 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.5h， 以24%的产率得到1,3-di-O-acetyl-α-D-2-deoxyribofuranoside
  参考文献：
  名称：

  Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups

  摘要：

  Methyl 3-O-acetyl-2-deoxy-alpha-D-ribofuranoside, 1,3-di-O-acetyl-2-deoxy-alpha-D-ribofuranose and 1,2,3-tri-O-acetyl-alpha-D-arabinofuranose were diastereoselectively prepared (de = 100%) from anomeric mixtures of the corresponding 5-acetylated compounds through Candida antarctica B lipase (CAL B)-catalysed alcoholysis. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.001

文献信息

• Chemoenzymatic preparation of nucleosides from furanoses
  作者：Marisa Taverna-Porro、Leon A. Bouvier、Claudio A. Pereira、Javier M. Montserrat、Adolfo M. Iribarren

  DOI：10.1016/j.tetlet.2008.02.087

  日期：2008.4

  Chemoenzymatic preparation of ribose, deoxyribose and arabinose 5-phosphates was accomplished. These compounds were tested as starting materials in the enzymatic preparation of natural and modified purine and pyrimidine nucleosides, using an overexpressed Escherichia coli phosphopentomutase. (C) 2008 Elsevier Ltd. All rights reserved.