(2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid) | 323202-11-5

• 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)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid)
• 英文别名: (2S)-3-[3-[(2S)-2-carboxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-5-(phenylmethoxycarbonylaminomethyl)phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 323202-11-5
• 化学式: C₃₁H₄₁N₃O₁₀
• 分子量: 615.681
• InChiKey: IGQDOGCAMIZDOB-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  44
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  190
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  苄胺 、 (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 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以20%的产率得到N,N'-dibenzyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanamide)
  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 1,2-bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate lithium hydroxide 、 氢气 、 四甲基胍 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 20.0 ℃ 、275.79 kPa 条件下， 反应 17.0h， 生成 (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid)
  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.