(2S,2’S)-benzyl 4,4’-(pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate) | 1422507-41-2

• 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: (2S,2’S)-benzyl 4,4’-(pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate)
• 英文别名: benzyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-[5-[(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxo-4-phenylmethoxybutyl]pyridin-3-yl]butanoate
• CAS: 1422507-41-2
• 化学式: C₃₇H₄₇N₃O₈
• 分子量: 661.795
• InChiKey: ZPCZHZUJWQDWBX-CONSDPRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  48
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  142
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2S,2’S)-benzyl 4,4’-(pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate) 在 甲醇 、 palladium 10% on activated carbon 、 氢气 作用下， 以 硝基甲烷 为溶剂， 反应 48.0h， 生成 3,5-bis((S)-3-(tert-butoxycarbonylamino)-3-carboxypropyl)-1-((S)-5-(tert-butoxycarbonylamino)-5-carboxypentyl)pyridinium iodide
  参考文献：
  名称：

  Synthesis of Neodesmosine, a Crosslinking Pyridinium Amino Acid of Elastin, via a Negishi Cross-Coupling

  摘要：

  Neodesmosine, isolated from the hydrolysate of bovine ligamentum nuchae, is a crosslinking pyridinium amino acid of elastin. In this study, the first total synthesis of neodesmosine is reported via a Negishi cross-coupling reaction between 3,5-dihalogenated pyridines and the corresponding iodo amino acid.

  DOI：

  10.3987/com-12-12600
• 作为产物：
  描述：

  3,5-二溴吡啶 在 copper(l) iodide 、 [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 192.0h， 生成 (2S,2’S)-benzyl 4,4’-(pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate)
  参考文献：
  名称：

  Synthesis of Neodesmosine, a Crosslinking Pyridinium Amino Acid of Elastin, via a Negishi Cross-Coupling

  摘要：

  Neodesmosine, isolated from the hydrolysate of bovine ligamentum nuchae, is a crosslinking pyridinium amino acid of elastin. In this study, the first total synthesis of neodesmosine is reported via a Negishi cross-coupling reaction between 3,5-dihalogenated pyridines and the corresponding iodo amino acid.

  DOI：

  10.3987/com-12-12600

文献信息

• Synthesis of neodesmosine-d4 and quantitative LC-MS/MS analysis of neodesmosine in biological samples
  作者：Kaho Oishi、Christian Nanga Chick、Hiroto Yanuma、Toyonobu Usuki

  DOI：10.1016/j.tetlet.2023.154853

  日期：2024.1
• Synthesis of Neodesmosine, a Crosslinking Pyridinium Amino Acid of Elastin, via a Negishi Cross-Coupling
  作者：Toyonobu Usuki、Hiroto Yanuma

  DOI：10.3987/com-12-12600

  日期：——

  Neodesmosine, isolated from the hydrolysate of bovine ligamentum nuchae, is a crosslinking pyridinium amino acid of elastin. In this study, the first total synthesis of neodesmosine is reported via a Negishi cross-coupling reaction between 3,5-dihalogenated pyridines and the corresponding iodo amino acid.