(1R,2R,3R,4R,6S,7R)-2,3-di(t-butyldimethylsilyloxy)-4-(t-butyldimethylsilyloxymethyl)bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester | 866916-70-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2R,3R,4R,6S,7R)-2,3-di(t-butyldimethylsilyloxy)-4-(t-butyldimethylsilyloxymethyl)bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester
• CAS: 866916-70-3
• 化学式: C₂₉H₆₀O₅Si₃
• 分子量: 573.049
• InChiKey: MVYSYRMWKAQRFW-QEQOIWAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.23
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

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]heptane-7-carboxylic acid ethyl ester 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 24.08h， 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
• 作为产物：
  描述：

  tetra-O-acetyl-6,7-dideoxy-α-D-gluco-hept-6-enopyranose 在 咪唑 、 dirhodium tetraacetate 、 N,N'-bis(salicylidene)ethylenediaminatooxovanadium(IV) 、 ammonium chloride 、 氢溴酸 、 sodium methylate 、 溶剂黄146 、 锌 作用下， 以 甲醇 、 二苯醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.17h， 生成 (1R,2R,3R,4R,6S,7R)-2,3-di(t-butyldimethylsilyloxy)-4-(t-butyldimethylsilyloxymethyl)bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester
  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