dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate) | 323202-12-6

• 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: dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)
• 英文别名: methyl (2S)-3-[3-(aminomethyl)-5-[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 323202-12-6
• 化学式: C₂₅H₃₉N₃O₈
• 分子量: 509.6
• InChiKey: IFDYYIJPEMCZHL-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  155
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate) 、 (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid) 在 N,N-二异丙基乙胺 、 fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以62%的产率得到methyl (2S)-3-[3-[[[(2S)-3-[3-[(2S)-3-[[3,5-bis[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]phenyl]methylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]-5-(phenylmethoxycarbonylaminomethyl)phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]methyl]-5-[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  参考文献：
  名称：

  Chiral, Polyionic Dendrimers with Complementary Charges − Synthesis and Chiroptical Properties

  摘要：

  Chiral dendrimers up to the second generation have been prepared from enantiopure aromatic bis- and tris(amino ac ids) by peptide coupling techniques. The dendrimers could be deprotected to yield water-soluble polyamine and/or polycarboxylic acid macromolecules. Two complementary types, with respect to the charges carried in water at pH = 7, were synthesised. A chiroptical study of the protected dendrimers, which were soluble in THF and CHCl3, was conducted. The results of that study indicate that the solution shapes of these dendrimers are rather decongested, with little steric interaction between different parts of the dendritic structure.

  DOI：

  10.1002/1099-0690(200011)2000:22<3771::aid-ejoc3771>3.0.co;2-1
• 作为产物：
  描述：

  trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate 在 palladium on activated charcoal 、 1,2-bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate 氢气 、 四甲基胍 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 溶剂黄146 为溶剂， 20.0 ℃ 、275.79 kPa 条件下， 反应 17.0h， 生成 dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)
  参考文献：
  名称：

  Chiral, Polyionic Dendrimers with Complementary Charges − Synthesis and Chiroptical Properties

  摘要：

  Chiral dendrimers up to the second generation have been prepared from enantiopure aromatic bis- and tris(amino ac ids) by peptide coupling techniques. The dendrimers could be deprotected to yield water-soluble polyamine and/or polycarboxylic acid macromolecules. Two complementary types, with respect to the charges carried in water at pH = 7, were synthesised. A chiroptical study of the protected dendrimers, which were soluble in THF and CHCl3, was conducted. The results of that study indicate that the solution shapes of these dendrimers are rather decongested, with little steric interaction between different parts of the dendritic structure.

  DOI：

  10.1002/1099-0690(200011)2000:22<3771::aid-ejoc3771>3.0.co;2-1

文献信息

• Chiral, Polyionic Dendrimers with Complementary Charges − Synthesis and Chiroptical Properties
  作者：Andreas Ritzén、Torbjörn Frejd

  DOI：10.1002/1099-0690(200011)2000:22<3771::aid-ejoc3771>3.0.co;2-1

  日期：2000.11

  Chiral dendrimers up to the second generation have been prepared from enantiopure aromatic bis- and tris(amino ac ids) by peptide coupling techniques. The dendrimers could be deprotected to yield water-soluble polyamine and/or polycarboxylic acid macromolecules. Two complementary types, with respect to the charges carried in water at pH = 7, were synthesised. A chiroptical study of the protected dendrimers, which were soluble in THF and CHCl3, was conducted. The results of that study indicate that the solution shapes of these dendrimers are rather decongested, with little steric interaction between different parts of the dendritic structure.