(2R,4aR,6S,7R,8R,8aS)-7-Azido-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol | 819870-58-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: (2R,4aR,6S,7R,8R,8aS)-7-Azido-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
• CAS: 819870-58-1
• 化学式: C₂₂H₃₅N₃O₆Si
• 分子量: 465.622
• InChiKey: MXKATZNRUSSQIK-UFOPBENGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 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,4aR,6S,7R,8R,8aS)-7-Azido-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 在 硼烷四氢呋喃络合物 、 triethylamine trihydrofluoride 、 三氟甲磺酸二丁硼 、 三甲基铵三氧化硫共聚物 、 四丁基碘化铵 、 sodium hydride 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 、 柠檬酸 作用下， 以 四氢呋喃 、 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-fluoro-3-(4-methoxy-benzyloxy)-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：

  4-甲氧基苯甲醛二甲缩醛 、 thexyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranoside 在 camphor-10-sulfonic acid 作用下， 以 乙腈 为溶剂， 生成 (2R,4aR,6S,7R,8R,8aS)-7-Azido-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
  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