4,4',4''-(1,3,5-Benzene-triyltri-2,1-ethynediyl)tris-L-phenylalanine> trimethyl ester | 188640-67-7

• 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: 4,4',4''-(1,3,5-Benzene-triyltri-2,1-ethynediyl)tris-L-phenylalanine> trimethyl ester
• 英文别名: methyl (2S)-3-[4-[2-[3,5-bis[2-[4-[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]phenyl]ethynyl]phenyl]ethynyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 188640-67-7
• 化学式: C₅₇H₆₃N₃O₁₂
• 分子量: 982.14
• InChiKey: KGDKTKRHYKBNOC-QQVWZEJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  72
• 可旋转键数：
  27
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  194
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4,4',4''-(1,3,5-Benzene-triyltri-2,1-ethynediyl)tris-L-phenylalanine> trimethyl ester 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Benzene-Bridged Hexaalkynylphenylalanines and First-Generation Dendrimers Thereof

  摘要：

  The palladium-mediated coupling of p-ethynylphenylalanine (p-epa) with hexabromobenzene yielded a benzene-bridged hexaalkynyl alpha-amino acid in high yield. The use of the hexapodal amino acid and of the corresponding tripodal amino acid as backbones for the synthesis of first-generation dendrimers based on poly(trishydroxymethyl) and poly(ornithine) compounds, developed by Newkome et al., Denkewalter et al., and Tam et al., is described.

  DOI：

  10.1002/(sici)1521-3765(19990201)5:2<754::aid-chem754>3.0.co;2-e
• 作为产物：
  描述：

  1,3,5-三乙炔苯 、 2-tert-Butoxycarbonylamino-3-(4-iodo-phenyl)-propionic acid methyl ester 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 反应 24.0h， 以55%的产率得到4,4',4''-(1,3,5-Benzene-triyltri-2,1-ethynediyl)tris-L-phenylalanine> trimethyl 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