Sulfuric acid (2S,3R,4R,5R,6R)-3-azido-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester 2,2,2-trifluoro-ethyl ester | 640273-45-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Sulfuric acid (2S,3R,4R,5R,6R)-3-azido-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester 2,2,2-trifluoro-ethyl ester
• CAS: 640273-45-6
• 化学式: C₁₆H₃₀F₃N₃O₈SSi
• 分子量: 509.576
• InChiKey: WEYZWGBWJFIEMO-KSTCHIGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  32.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  160.28
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Sulfuric acid (2S,3R,4R,5R,6R)-3-azido-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester 2,2,2-trifluoro-ethyl ester 在 三甲基铵三氧化硫共聚物 、 柠檬酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 Sulfuric acid (2S,3R,4R,5R,6R)-3-azido-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-hydroxy-6-(2,2,2-trifluoro-ethoxysulfonyloxymethyl)-tetrahydro-pyran-4-yl 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：

  thexyldimethylsilyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 在 三甲基铵三氧化硫共聚物 、 对甲苯磺酸 、 乙硫醇 、 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 (2S,3R,4R,5R,6R)-3-azido-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl 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