[(3aR,4R,5R,6R,7aR)-4,5-dibenzoyloxy-2-oxo-3,3a,4,5,6,7a-hexahydrofuro[2,3-b]pyran-6-yl]methyl benzoate | 1263473-11-5

• 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: [(3aR,4R,5R,6R,7aR)-4,5-dibenzoyloxy-2-oxo-3,3a,4,5,6,7a-hexahydrofuro[2,3-b]pyran-6-yl]methyl benzoate
• CAS: 1263473-11-5
• 化学式: C₂₉H₂₄O₉
• 分子量: 516.504
• InChiKey: FXFFISDCOBHUEF-OFXBGWBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  三-O-苯甲酰基-D-半乳糖烯 、 乙酸酐 、 溶剂黄146 在 potassium acetate 、 manganese(III) triacetate dihydrate 作用下， 反应 6.0h， 以75%的产率得到[(3aR,4R,5R,6R,7aR)-4,5-dibenzoyloxy-2-oxo-3,3a,4,5,6,7a-hexahydrofuro[2,3-b]pyran-6-yl]methyl benzoate
  参考文献：
  名称：

  Highly Regio- and Stereoselective One-Pot Synthesis of Carbohydrate-Based Butyrolactones

  摘要：

  The use of manganese(III) acetate allows the direct synthesis of diverse arrays of [4.3.0] bicyclic carbohydrate-based gamma-lactone building blocks from glycals. A mechanism to explain the high regio- and stereoselectivity is proposed. The new reaction has the potential to generate libraries for biological screening.

  DOI：

  10.1021/ol102723c

文献信息

• Highly Regio- and Stereoselective One-Pot Synthesis of Carbohydrate-Based Butyrolactones
  作者：Syed Khalid Yousuf、Debaraj Mukherjee、Mallikharjunrao L、Subhash C. Taneja

  DOI：10.1021/ol102723c

  日期：2011.2.18

  The use of manganese(III) acetate allows the direct synthesis of diverse arrays of [4.3.0] bicyclic carbohydrate-based gamma-lactone building blocks from glycals. A mechanism to explain the high regio- and stereoselectivity is proposed. The new reaction has the potential to generate libraries for biological screening.