H-(R)-β3-hPhg-OBn*TFA | 1202812-31-4

• 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: H-(R)-β3-hPhg-OBn*TFA
• 英文别名: CF3CO2(-1)(+1)3HN-(R)-β3-hPhg-OBn
• CAS: 1202812-31-4
• 化学式: C₂HF₃O₂*C₁₆H₁₇NO₂
• 分子量: 369.34
• InChiKey: HJZMIASROCZMNB-XFULWGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  89.62
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Boc-L-Phe-D-Oxd-OH 、 H-(R)-β3-hPhg-OBn*TFA 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.84h， 以81%的产率得到Boc-Phe-D-N(For(1))Thr(1)-bPhe(R)-OBn
  参考文献：
  名称：

  Pseudopeptides Designed to Form Supramolecular Helixes: The Role of the Stereogenic Centers

  摘要：

  The two epimers Boc-L-Phe-D-Oxd-(S)-beta(3)-hPhg-OBn (1) and Boc-L-Phe-D-Oxd-(R)-beta(3)-hPhg-OBn (2) have been prepared by standard methods in solution, and their conformation was analyzed both in solution and in the solid state. While in solution 1 shows it random coil structure, 2 tends to assume a gamma-turn conformation that is nearly retained in the solid state. On the other hand, in the solid state molecules of 1 associate generating it helix that involves the formation of elongated crystals with hexagonal cross-section. This effect is not observed in the crystals formed by Boc-L-Phe-D-Oxd-(R)-beta(3)-hPhg-OBn 2.

  DOI：

  10.1021/cg9012558

文献信息

• Formation of gels in the presence of metal ions
  作者：Nicola Castellucci、Giuseppe Falini、Gaetano Angelici、Claudia Tomasini

  DOI：10.1007/s00726-011-0908-0

  日期：2011.8

  A small library of stereoisomeric pseudopeptides able to make gels in different solvents has been prepared and their attitude to make gels in the presence of several metal ions was evaluated. Four benzyl esters and four carboxylic acids, all containing a moiety of azelaic acid (a long chain dicarboxylic acid) coupled with four different pseudopeptide moieties sharing the same skeleton (a phenyl group one atom apart from the oxazolidin-2-one carboxylic group), were synthesized in solution, by standard coupling reaction. The tendency of these pseudopeptides to form gels was evaluated using the inversion test of 10 mM solutions of pure compounds and of stoichiometric mixtures of pseudopeptides and metal ions. To obtain additional information on the molecular association, the gel samples were left dry in the air to form xerogels that were further analyzed using SEM and XRD. The formation of gel containing Zn(II) or Cu(II) ions gave good results in term of incorporation of the metal ions, while the presence of Cu(I), Al(III) and Mg(II) gave less satisfactory results. This outcome is a first insight in the formation of stable LMWGs formed by stoichiometric mixtures of pseudopeptides and metal ions. Further studies will be carried out to develop similar compounds of pharmacological interest.