di-O-acetyl-1,5-anhydro-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol | 866916-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: di-O-acetyl-1,5-anhydro-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol
• CAS: 866916-66-7
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: MTOODMQXIMAOPE-GMTAPVOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  di-O-acetyl-1,5-anhydro-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol 在 sodium methylate 、 sodium hydride 作用下， 以 甲醇 、 二苯醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 (3R,4R,5R)-3,4-dibenzyloxy-5-(hydroxymethyl)cyclohexene
  参考文献：
  名称：

  The Synthesis of a New Class of Potential Inhibitors for Glycoside Hydrolases†

  摘要：

  Some attempts toward the synthesis of novel inhibitors of glycosyl transferases are described. More successfully, the synthesis of an activated cyclopropacyclohexene and an amide and an amine of a cyclopropa-fused pyranose are described. None of these three novel compounds proved to be a significant inhibitor of a retaining a-glucosidase from barley.

  DOI：

  10.1081/car-200067125
• 作为产物：
  描述：

  tetra-O-acetyl-6,7-dideoxy-α-D-gluco-hept-6-enopyranose 在 N,N'-bis(salicylidene)ethylenediaminatooxovanadium(IV) 、 ammonium chloride 、 氢溴酸 、 溶剂黄146 、 锌 作用下， 以 甲醇 为溶剂， 反应 1.17h， 生成 di-O-acetyl-1,5-anhydro-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol
  参考文献：
  名称：

  The Synthesis of a New Class of Potential Inhibitors for Glycoside Hydrolases†

  摘要：

  Some attempts toward the synthesis of novel inhibitors of glycosyl transferases are described. More successfully, the synthesis of an activated cyclopropacyclohexene and an amide and an amine of a cyclopropa-fused pyranose are described. None of these three novel compounds proved to be a significant inhibitor of a retaining a-glucosidase from barley.

  DOI：

  10.1081/car-200067125