4-((S)-2-(bis(tert-butoxycarbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)-5-((S)-3-(bis(tert-butoxycarbonyl)amino)-4-(tert-butoxy)-4-oxobutyl)-1-(6-((3S,5S,6R)-4-(tert-butoxycarbonyl)-2-oxo-5,6-diphenylmorpholin-3-yl)hexyl)pyridin-1-ium-3-olate | 1108725-42-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-((S)-2-(bis(tert-butoxycarbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)-5-((S)-3-(bis(tert-butoxycarbonyl)amino)-4-(tert-butoxy)-4-oxobutyl)-1-(6-((3S,5S,6R)-4-(tert-butoxycarbonyl)-2-oxo-5,6-diphenylmorpholin-3-yl)hexyl)pyridin-1-ium-3-olate
• CAS: 1108725-42-3
• 化学式: C₆₇H₉₈N₄O₁₇
• 分子量: 1231.53
• InChiKey: NCZGMMWNTXZIQM-IGAGHSKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.88
• 重原子数：
  88.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  247.06
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  4-((S)-2-(bis(tert-butoxycarbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)-5-((S)-3-(bis(tert-butoxycarbonyl)amino)-4-(tert-butoxy)-4-oxobutyl)-1-(6-((3S,5S,6R)-4-(tert-butoxycarbonyl)-2-oxo-5,6-diphenylmorpholin-3-yl)hexyl)pyridin-1-ium-3-olate 、 三氟乙酸 在 水 作用下， 反应 2.0h， 以84%的产率得到
  参考文献：
  名称：

  Synthesis of unnatural homologues of deoxypyridinoline as possible internal standards in analytical detection of pyridinolinic cross-links of collagen

  摘要：

  Three homologues of the collagen cross-links deoxypyridinoline, differing in the length of the side chain at the aromatic nitrogen, have been efficiently synthesized as possible internal standards in the quantitative analyses of pyridinolines. The first has a one-carbon shorter N-chain, while other two have a one-carbon and a two-carbon longer N-chain. The stereogenic centers are introduced stereoselectively using Williams' glycine template methodology and oxazinones to generate chirality and to suitably protect the amino acid functionality during assembly of the pyridinoline nucleus. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.11.001
• 作为产物：
  描述：

  tert-butyl (3S,5S,6R)-3-(5-iodohexyl)-2-oxo-5,6-diphenylmorholine-4-carboxylate 、 4-[(2S)-2-bis(tert-butoxycarbonylamino)-2-tert-butoxycarbonylethyl]-5-[(3S)-3-bis(tert-butoxycarbonylamino)-3-tert-butoxycarbonylpropyl]-3-hydroxypyridine 以 乙腈 为溶剂， 反应 6.0h， 以80%的产率得到4-((S)-2-(bis(tert-butoxycarbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)-5-((S)-3-(bis(tert-butoxycarbonyl)amino)-4-(tert-butoxy)-4-oxobutyl)-1-(6-((3S,5S,6R)-4-(tert-butoxycarbonyl)-2-oxo-5,6-diphenylmorpholin-3-yl)hexyl)pyridin-1-ium-3-olate
  参考文献：
  名称：

  Synthesis of unnatural homologues of deoxypyridinoline as possible internal standards in analytical detection of pyridinolinic cross-links of collagen

  摘要：

  Three homologues of the collagen cross-links deoxypyridinoline, differing in the length of the side chain at the aromatic nitrogen, have been efficiently synthesized as possible internal standards in the quantitative analyses of pyridinolines. The first has a one-carbon shorter N-chain, while other two have a one-carbon and a two-carbon longer N-chain. The stereogenic centers are introduced stereoselectively using Williams' glycine template methodology and oxazinones to generate chirality and to suitably protect the amino acid functionality during assembly of the pyridinoline nucleus. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.11.001