[(1R,2R,3R,4R,6S,7R)-2,3-di(t-butyldimethylsilyloxy)-4-(t-butyldimethylsilyloxymethyl)bicyclo[4.1.0]hept-7-yl]methyl 2,4-dinitrophenyl ether | 866916-79-2

• 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: [(1R,2R,3R,4R,6S,7R)-2,3-di(t-butyldimethylsilyloxy)-4-(t-butyldimethylsilyloxymethyl)bicyclo[4.1.0]hept-7-yl]methyl 2,4-dinitrophenyl ether
• CAS: 866916-79-2
• 化学式: C₃₃H₆₀N₂O₈Si₃
• 分子量: 697.104
• InChiKey: JBMQAYJLBGCXCB-CNJJMZKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.57
• 重原子数：
  46.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  123.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  [(1R,2R,3R,4R,6S,7R)-2,3-di(t-butyldimethylsilyloxy)-4-(t-butyldimethylsilyloxymethyl)bicyclo[4.1.0]hept-7-yl]methyl 2,4-dinitrophenyl ether 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以94%的产率得到[(1R,2R,3R,4R,6S,7R)-2,3-dihydroxy-4-(hydroxymethyl)bicyclo[4.1.0]hept-7-yl]methyl 2,4-dinitrophenyl ether
  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：

  di-O-acetyl-1,5-anhydro-2,6,7-trideoxy-D-arabino-hept-1,6-dienitol 在 咪唑 、 dirhodium tetraacetate 、 lithium aluminium tetrahydride 、 sodium methylate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二苯醚 、 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.08h， 生成 [(1R,2R,3R,4R,6S,7R)-2,3-di(t-butyldimethylsilyloxy)-4-(t-butyldimethylsilyloxymethyl)bicyclo[4.1.0]hept-7-yl]methyl 2,4-dinitrophenyl ether
  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