(7S,10S,16S)-7-benzyl-16-(((S)-3-hydroxy-1-(((S)-3-hydroxy-1-((2-methoxy-2-oxoethyl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamoyl)-10-(hydroxymethyl)-2,5,8,11,14-pentaoxo-3,6,9,12,15-pentaazaoctadecane-18-thioic S-acid | 1262658-24-1

• 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: (7S,10S,16S)-7-benzyl-16-(((S)-3-hydroxy-1-(((S)-3-hydroxy-1-((2-methoxy-2-oxoethyl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamoyl)-10-(hydroxymethyl)-2,5,8,11,14-pentaoxo-3,6,9,12,15-pentaazaoctadecane-18-thioic S-acid
• CAS: 1262658-24-1
• 化学式: C₃₁H₄₄N₈O₁₄S
• 分子量: 784.802
• InChiKey: WAAUMCIENNUBDC-YFNVTMOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.98
• 重原子数：
  54.0
• 可旋转键数：
  23.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  336.86
• 氢给体数：
  12.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (7S,10S,16S)-7-benzyl-16-(((S)-3-hydroxy-1-(((S)-3-hydroxy-1-((2-methoxy-2-oxoethyl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamoyl)-10-(hydroxymethyl)-2,5,8,11,14-pentaoxo-3,6,9,12,15-pentaazaoctadecane-18-thioic S-acid 、 在 1-羟基苯并三唑 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以50%的产率得到
  参考文献：
  名称：

  Encouraging Progress in the ω-Aspartylation of Complex Oligosaccharides as a General Route to β-N-Linked Glycopolypeptides

  摘要：

  Described herein is a method for the joining of complex peptides to complex oligosaccharides via an N-linkage. The omega-aspartylation is conducted by coupling fully deprotected glycosylamine with a peptide containing a unique thioacid at the omega-aspartate carboxyl. In the presence of HOBT, under conditions that, in principle, allow for oxidation, complex components are combined in encouraging yields to produce structurally and stereochemically defined N-linked glycopolypeptides wherein the carbohydrate domain can be quite complex. Various mechanisms for oxidative coupling are proposed.

  DOI：

  10.1021/ja110115a
• 作为产物：
  描述：

  在 三异丙基硅烷 、 水 、 三氟乙酸 、 苯酚 作用下， 反应 1.0h， 以5.8 mg的产率得到(7S,10S,16S)-7-benzyl-16-(((S)-3-hydroxy-1-(((S)-3-hydroxy-1-((2-methoxy-2-oxoethyl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamoyl)-10-(hydroxymethyl)-2,5,8,11,14-pentaoxo-3,6,9,12,15-pentaazaoctadecane-18-thioic S-acid
  参考文献：
  名称：

  Encouraging Progress in the ω-Aspartylation of Complex Oligosaccharides as a General Route to β-N-Linked Glycopolypeptides

  摘要：

  Described herein is a method for the joining of complex peptides to complex oligosaccharides via an N-linkage. The omega-aspartylation is conducted by coupling fully deprotected glycosylamine with a peptide containing a unique thioacid at the omega-aspartate carboxyl. In the presence of HOBT, under conditions that, in principle, allow for oxidation, complex components are combined in encouraging yields to produce structurally and stereochemically defined N-linked glycopolypeptides wherein the carbohydrate domain can be quite complex. Various mechanisms for oxidative coupling are proposed.

  DOI：

  10.1021/ja110115a