[(2R,3S,4R,5R,6S)-2-(acetyloxymethyl)-4-benzoyloxy-6-bromo-5-(1,3-dioxoisoindol-2-yl)oxan-3-yl] benzoate | 1308292-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: [(2R,3S,4R,5R,6S)-2-(acetyloxymethyl)-4-benzoyloxy-6-bromo-5-(1,3-dioxoisoindol-2-yl)oxan-3-yl] benzoate
• CAS: 1308292-87-6
• 化学式: C₃₀H₂₄BrNO₉
• 分子量: 622.426
• InChiKey: QXXAIESQERFCJF-ZFXZZAOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 6-O-(3,4-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 、 [(2R,3S,4R,5R,6S)-2-(acetyloxymethyl)-4-benzoyloxy-6-bromo-5-(1,3-dioxoisoindol-2-yl)oxan-3-yl] benzoate 在 mercury(II) cyanide 、 mercury dibromide 作用下， 以 乙腈 为溶剂， 生成 [(2R,3S,4R,5R,6R)-2-[[(2R,3R,4R,5S,6R)-6-(acetyloxymethyl)-4,5-dibenzoyloxy-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxymethyl]-4-benzoyloxy-6-[[(2R,3S,4R,5R,6S)-3,4-dibenzoyloxy-5-(1,3-dioxoisoindol-2-yl)-6-ethylsulfanyloxan-2-yl]methoxy]-5-(1,3-dioxoisoindol-2-yl)oxan-3-yl] benzoate
  参考文献：
  名称：

  Synthesis of five nona-β-(1→6)-d-glucosamines with various patterns of N-acetylation corresponding to the fragments of exopolysaccharide of Staphylococcus aureus

  摘要：

  A series of five 3-acetamidopropyl beta-glycosides of nona-beta-(1 -> 6)-glucosamines containing two N-acetyl-glucosamine residues separated by a different number of glucosamine units with free amino groups have been synthesized using a convergent blockwise approach. Oxazoline glycosylation was used to introduce N-acetylglucosamine residues. These nonasaccharides are structurally related to the poly-N-acetylglucosamine (PNAG) extracellular polysaccharide of Staphylococcus aureus and can be used as models for biochemical and immunological studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.02.018
• 作为产物：
  描述：

  ethyl 6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 在 溴 作用下， 以 二氯甲烷 为溶剂， 生成 [(2R,3S,4R,5R,6S)-2-(acetyloxymethyl)-4-benzoyloxy-6-bromo-5-(1,3-dioxoisoindol-2-yl)oxan-3-yl] benzoate
  参考文献：
  名称：

  Synthesis of five nona-β-(1→6)-d-glucosamines with various patterns of N-acetylation corresponding to the fragments of exopolysaccharide of Staphylococcus aureus

  摘要：

  A series of five 3-acetamidopropyl beta-glycosides of nona-beta-(1 -> 6)-glucosamines containing two N-acetyl-glucosamine residues separated by a different number of glucosamine units with free amino groups have been synthesized using a convergent blockwise approach. Oxazoline glycosylation was used to introduce N-acetylglucosamine residues. These nonasaccharides are structurally related to the poly-N-acetylglucosamine (PNAG) extracellular polysaccharide of Staphylococcus aureus and can be used as models for biochemical and immunological studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.02.018