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 | 676530-22-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 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
• CAS: 676530-22-6
• 化学式: C₇₁H₆₀F₅NO₂₂
• 分子量: 1374.24
• InChiKey: BNAAINAOMIRMBV-KYOLKUSTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  99
• 可旋转键数：
  32
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  289
• 氢给体数：
  1
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  Fmoc-L-苯丙氨酸 、 NΑ-FMOC-NΩ-(2,2,5,7,8-五甲基苯并二氢吡喃-6-磺酰基)-L-精氨酸 、 NAlpha-FMOC-Nω-PMC-D-精氨酸 、 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 、 alkaline earth salt of/the/ methylsulfuric acid 生成 (2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[(2-amino-1-hydroxyethylidene)amino]-1-hydroxy-3-phenylpropylidene]amino]-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-hydroxypropylidene]amino]-1-hydroxy-5-[[N-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonyl]carbamimidoyl]amino]pentylidene]amino]-1-hydroxy-5-[[N-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonyl]carbamimidoyl]amino]pentylidene]amino]-3-[(2-methylpropan-2-yl)oxy]propanoic 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 、 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 、 silver trifluoromethanesulfonate 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