| 138582-75-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 138582-75-9
• 化学式: C₉₇H₁₀₇N₄O₂₂P
• 分子量: 1711.9
• InChiKey: UGOZZYNFSPESDL-ZKTKHMDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  124
• 可旋转键数：
  52
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  298
• 氢给体数：
  4
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 水 、 异丙醇 为溶剂， 以89%的产率得到(S)-3-((S)-2,6-Diamino-hexanoylamino)-N-(2-{[(2R,3S,4S,5S,6R)-6-((2S,3S,4S,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethoxy]-hydroxy-phosphoryloxy}-ethyl)-succinamic acid
  参考文献：
  名称：

  Synthesis of a peptidyldimannosyl phosphate: fragment of the variant-specific surface glycoprotein membrane anchor from trypanosoma brucei

  摘要：

  Condensation of protected beta-benzyl-aspartate 4 with 2-amino-ethanol, subsequent deprotection of the amino function and coupling with N',N'-di-benzylocarbonyl-lysine (7) afforded the peptidyl alcohol 8. Glycosylation of methyl 3,4,6 tri-O-benzyl-alpha-D-mannopyranoside (11) by ethyl 2,6-di-O-benzoyl-3,4-di-O-benzyl-1-thio-alpha-D-mannopyranoside (14) gave, after debenzoylation and protection of the 2'-hydroxyl function, the suitably protected dimannoside 21. Phosphitylation of 21 with benzyloxy-bis-(N, N-diisopropylamino)phosphine (18) followed by the addition of 8 gave, after oxidation and subsequent hydrogenolysis of the benzyl groups, the title compound in a good yield.

  DOI：

  10.1016/0040-4039(91)80242-x
• 作为产物：
  描述：

  benzyl (3S)-3-[[(2S)-2,6-bis(phenylmethoxycarbonylamino)hexanoyl]amino]-4-(2-hydroxyethylamino)-4-oxobutanoate 、 N-[[(2R,3R,4S,5S,6R)-6-[(2S,3S,4S,5R,6R)-2-methoxy-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy-phenylmethoxyphosphanyl]-N-propan-2-ylpropan-2-amine 在 四氮唑 、 叔丁基过氧化氢 作用下， 生成
  参考文献：
  名称：

  Synthesis of a peptidyldimannosyl phosphate: fragment of the variant-specific surface glycoprotein membrane anchor from trypanosoma brucei

  摘要：

  Condensation of protected beta-benzyl-aspartate 4 with 2-amino-ethanol, subsequent deprotection of the amino function and coupling with N',N'-di-benzylocarbonyl-lysine (7) afforded the peptidyl alcohol 8. Glycosylation of methyl 3,4,6 tri-O-benzyl-alpha-D-mannopyranoside (11) by ethyl 2,6-di-O-benzoyl-3,4-di-O-benzyl-1-thio-alpha-D-mannopyranoside (14) gave, after debenzoylation and protection of the 2'-hydroxyl function, the suitably protected dimannoside 21. Phosphitylation of 21 with benzyloxy-bis-(N, N-diisopropylamino)phosphine (18) followed by the addition of 8 gave, after oxidation and subsequent hydrogenolysis of the benzyl groups, the title compound in a good yield.

  DOI：

  10.1016/0040-4039(91)80242-x