[(2R,3R,4S,5S,6S)-4,5-dibenzoyloxy-6-pent-4-enoxy-3-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate | 676530-20-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5S,6S)-4,5-dibenzoyloxy-6-pent-4-enoxy-3-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 676530-20-4
• 化学式: C₄₆H₅₀O₁₈
• 分子量: 890.892
• InChiKey: KOTDRBYPQDGKKR-IQECDBTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  64
• 可旋转键数：
  26
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  221
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  、 [(2R,3R,4S,5S,6S)-4,5-dibenzoyloxy-6-pent-4-enoxy-3-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate 在 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 生成 N-[(2R)-3-[4-[(2R,3S,4S,5R,6R)-3,4-dibenzoyloxy-6-(benzoyloxymethyl)-5-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]-1-oxo-1-(2,3,4,5,6-pentafluorophenoxy)propan-2-yl]-1-(9H-fluoren-9-ylmethoxy)methanimidic acid
  参考文献：
  名称：

  Solid-Phase Synthesis of Cyclic Glycopeptides Related to Mannopeptimycin Derivatives

  摘要：

  The mannopeptimycins comprise a novel series of glycopeptide antibiotics that display activity against susceptible and resistant forms of gram-positive bacteria. Low isolated yields of these products from fermentation make the synthesis of easily accessible analogs attractive. A simplified hexapeptide is synthesized using a combination of solid-phase and solution-phase techniques.

  DOI：

  10.3987/com-03-s(p)20
• 作为产物：
  描述：

  4-pentenyl α-D-mannopyranoside 在 吡啶 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 生成 [(2R,3R,4S,5S,6S)-4,5-dibenzoyloxy-6-pent-4-enoxy-3-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Solid-Phase Synthesis of Cyclic Glycopeptides Related to Mannopeptimycin Derivatives

  摘要：

  The mannopeptimycins comprise a novel series of glycopeptide antibiotics that display activity against susceptible and resistant forms of gram-positive bacteria. Low isolated yields of these products from fermentation make the synthesis of easily accessible analogs attractive. A simplified hexapeptide is synthesized using a combination of solid-phase and solution-phase techniques.

  DOI：

  10.3987/com-03-s(p)20