[(2R,3S,4R,5R,6S)-5-Azido-4-benzyloxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol | 640273-48-9

• 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: [(2R,3S,4R,5R,6S)-5-Azido-4-benzyloxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol
• CAS: 640273-48-9
• 化学式: C₂₉H₄₃N₃O₆Si
• 分子量: 557.762
• InChiKey: WUKXLYQTTADELS-FXGKLIOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  39.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  115.14
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R,6S)-5-Azido-4-benzyloxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol 在 三甲基铵三氧化硫共聚物 、 三氟乙酸 、 柠檬酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 Sulfuric acid (2R,3S,4R,5R,6S)-5-azido-4-benzyloxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester 2,2,2-trifluoro-ethyl ester
  参考文献：
  名称：

  Sulfo-Protected Hexosamine Monosaccharides:  Potentially Versatile Building Blocks for Glycosaminoglycan Synthesis

  摘要：

  [GRAPHICS]2,2,2-Trifluorodiazoethane was investigated as a reagent for sulfo group protection on hexosamine monosaccharides. The synthesis of glucosamine and galactosamine building blocks fully differentiated for glycosaminoglycan synthesis and the synthesis of glycosyl donors are described. The compatibility of trifluoroethylsulfonate under a variety of reaction conditions has also been investigated.

  DOI：

  10.1021/ol035882w
• 作为产物：
  描述：

  [(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-dimethyl-(1,1,2-trimethyl-propyl)-silane 在 硼烷四氢呋喃络合物 、 三氟甲磺酸二丁硼 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到[(2R,3S,4R,5R,6S)-5-Azido-4-benzyloxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol
  参考文献：
  名称：

  Sulfo-Protected Hexosamine Monosaccharides:  Potentially Versatile Building Blocks for Glycosaminoglycan Synthesis

  摘要：

  [GRAPHICS]2,2,2-Trifluorodiazoethane was investigated as a reagent for sulfo group protection on hexosamine monosaccharides. The synthesis of glucosamine and galactosamine building blocks fully differentiated for glycosaminoglycan synthesis and the synthesis of glycosyl donors are described. The compatibility of trifluoroethylsulfonate under a variety of reaction conditions has also been investigated.

  DOI：

  10.1021/ol035882w