1,6-anhydro-4-O-benzoyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose | 141054-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,6-anhydro-4-O-benzoyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose
• CAS: 141054-98-0
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: JPUSGAGHSFARTF-IJLUTSLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,6-anhydro-4-O-benzoyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose 在 吡啶 、 四氧化锇 作用下， 生成 Benzoic acid (1R,2R,3S,4R,5R)-3,4-dihydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester
  参考文献：
  名称：

  Clay montmorillonite in carbohydrates: Use of ‘claysil’ as an efficient heterogenous catalyst for the intramolecular Ferrier reactions leading to 1,6-anhydro rare saccharides

  摘要：

  Clay montmorillonite supported silver reagent - claysil - was prepared and advantageously used in the intramolecular Ferrier reaction of 6-hydroxy glycals 1a-9c. The unsaturated sugars 13a-21c so obtained were stereoselectively hydroxylated leading to the rare 1,6-anhydro saccharides 22a-30c. Synthesis of (D)-allosan (31) and (D)-gulosan (34) is described.

  DOI：

  10.1016/s0957-4166(00)86263-1
• 作为产物：
  描述：

  3,4-di-O-benzoyl-D-galactal 在 montmorillonite K-10 、 silver nitrate 作用下， 以 氯仿 为溶剂， 生成 1,6-anhydro-4-O-benzoyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose
  参考文献：
  名称：

  Clay montmorillonite in carbohydrates: Use of ‘claysil’ as an efficient heterogenous catalyst for the intramolecular Ferrier reactions leading to 1,6-anhydro rare saccharides

  摘要：

  Clay montmorillonite supported silver reagent - claysil - was prepared and advantageously used in the intramolecular Ferrier reaction of 6-hydroxy glycals 1a-9c. The unsaturated sugars 13a-21c so obtained were stereoselectively hydroxylated leading to the rare 1,6-anhydro saccharides 22a-30c. Synthesis of (D)-allosan (31) and (D)-gulosan (34) is described.

  DOI：

  10.1016/s0957-4166(00)86263-1

文献信息

• Synthesis of 1,6-anhydro-2,3-dideoxy-β- d - erythro - and - threo -hex-2-enopyranose from 3,4-di- O -substituted glycals by a facile intramolecular Ferrier reaction
  作者：Hari Babu Mereyala、Kanamarlapudi C. Venkataramanaiah、V.Sukanya Dalvoy

  DOI：10.1016/0008-6215(92)80047-5

  日期：1992.2