Acetic acid (2S,3R,4S,6S)-4-azido-6-bromo-2-methyl-tetrahydro-pyran-3-yl ester | 755033-55-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: Acetic acid (2S,3R,4S,6S)-4-azido-6-bromo-2-methyl-tetrahydro-pyran-3-yl ester
• CAS: 755033-55-7
• 化学式: C₈H₁₂BrN₃O₃
• 分子量: 278.106
• InChiKey: OJABKGYTNKLLAI-JPCMASIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  84.29
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  四丁基磷酸氢铵 、 Acetic acid (2S,3R,4S,6S)-4-azido-6-bromo-2-methyl-tetrahydro-pyran-3-yl ester 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 、
  参考文献：
  名称：

  A Practical Method for the Stereoselective Generation of β-2-Deoxy Glycosyl Phosphates

  摘要：

  beta-2-Deoxy sugar nucleotides are substrates used by a variety of glycosyltransferases (Gtfs). We have developed a chemical route to synthesize beta-2-deoxy sugar phosphates that starts from a-glycosyl chlorides. Our approach reliably provides access to a range of NDP beta-2-deoxy sugars essential for studying glycosyltransferases involved in the synthesis of biologically active natural products.

  DOI：

  10.1021/ol049187f
• 作为产物：
  描述：

  1,4-di-O-acetyl-3-azido-2,3,6-trideoxy-L-arabino-hexopyranose 在 三甲基溴硅烷 作用下， 以 苯 为溶剂， 生成 Acetic acid (2S,3R,4S,6S)-4-azido-6-bromo-2-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  A Practical Method for the Stereoselective Generation of β-2-Deoxy Glycosyl Phosphates

  摘要：

  beta-2-Deoxy sugar nucleotides are substrates used by a variety of glycosyltransferases (Gtfs). We have developed a chemical route to synthesize beta-2-deoxy sugar phosphates that starts from a-glycosyl chlorides. Our approach reliably provides access to a range of NDP beta-2-deoxy sugars essential for studying glycosyltransferases involved in the synthesis of biologically active natural products.

  DOI：

  10.1021/ol049187f