Boc-L-Phe-D-Imz-OBn | 1192166-80-5

• 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: Boc-L-Phe-D-Imz-OBn
• 英文别名: Boc-Phe-D-N(For(1))Dap(1)-OBn；benzyl (4R)-3-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]-2-oxoimidazolidine-4-carboxylate
• CAS: 1192166-80-5
• 化学式: C₂₅H₂₉N₃O₆
• 分子量: 467.522
• InChiKey: YMWQIXLPRCPUCC-VQTJNVASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Boc-L-Phe-D-Asn-OBn 在 碘苯二乙酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以65%的产率得到Boc-L-Phe-D-Imz-OBn
  参考文献：
  名称：

  A Network of Small Molecules Connected by Cross-Linked NH Bonds

  摘要：

  The synthesis of the small pseudopeptide Boc-I-Phe-Imz-OBn (Imz = imidazolidin-2-one-4-carboxylate) is reported. Crystallization of this peptide from methanol, ethanol, and isopropanol leads to isostructural solvates when the solvent is methanol or ethanol with apeptide/solvent ratio of 2:1 and to all Unsolvated polymorph ill the case of isopropanol. The solvate peptide crystallizes forming infinite chains with the monomers in parallel orientation connected by a single hydrogen bond. The chains are arranged in antiparallel direction and cross-linked through the NH group of the imidazolidin heterocycle with formation of a stable two-dimensional (2D) network. Crystals from isopropanol form a different 2D network. The degree of order ill the crystal assembly decreases from methanol and ethanol solvates to the unsolvated pseudopeptide group from isopropanol. Quantum chemical calculations at the HF/6-31G* level of ab initio MO theory, carried out oil the two different packings, show a slight preference for the unsolvated packing.

  DOI：

  10.1021/cg900874f