(S)-2-tert-Butoxycarbonylamino-3-(4-{4-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenyl]-buta-1,3-diynyl}-phenyl)-propionic acid methyl ester | 188640-61-1

• 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: (S)-2-tert-Butoxycarbonylamino-3-(4-{4-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenyl]-buta-1,3-diynyl}-phenyl)-propionic acid methyl ester
• CAS: 188640-61-1
• 化学式: C₃₄H₄₀N₂O₈
• 分子量: 604.7
• InChiKey: SUJGZZMNLJTPGL-NSOVKSMOSA-N

物化性质

• 沸点：
  727.5±60.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  44.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  129.26
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-3-(4-{4-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenyl]-buta-1,3-diynyl}-phenyl)-propionic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (S)-2-tert-Butoxycarbonylamino-3-(4-{4-[4-((S)-2-tert-butoxycarbonylamino-2-carboxy-ethyl)-phenyl]-buta-1,3-diynyl}-phenyl)-propionic acid
  参考文献：
  名称：

  Alkyne bridged α- amino acids by palladium mediated coupling of alkynes with N-t-Boc-4-iodo-phenylalanine methyl ester

  摘要：

  The Heck reaction of trimethyisilylacetylene with N-t-Boc-4-iodo-L-phenylalanine methyl est er gives N-t-Boc-4-ethynyl-L-phenylalanine methyl ester (2). Coupling of 2 with different alkynes yields alkyne bridged linear amino acid esters 3- 5. Also tripodal and tetrapodal amino acid esters 10 and 11 were prepared by this approach. All compounds have been obtained in enantiomerically pure form. The protecting groups were removed by standard methods to yield the free amino acids as hydrochlorides. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01195-7
• 作为产物：
  描述：

  Methyl 3-(4-ethynylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 丙酮 为溶剂， 以78%的产率得到(S)-2-tert-Butoxycarbonylamino-3-(4-{4-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenyl]-buta-1,3-diynyl}-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  Alkyne bridged α- amino acids by palladium mediated coupling of alkynes with N-t-Boc-4-iodo-phenylalanine methyl ester

  摘要：

  The Heck reaction of trimethyisilylacetylene with N-t-Boc-4-iodo-L-phenylalanine methyl est er gives N-t-Boc-4-ethynyl-L-phenylalanine methyl ester (2). Coupling of 2 with different alkynes yields alkyne bridged linear amino acid esters 3- 5. Also tripodal and tetrapodal amino acid esters 10 and 11 were prepared by this approach. All compounds have been obtained in enantiomerically pure form. The protecting groups were removed by standard methods to yield the free amino acids as hydrochlorides. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01195-7