N-Fmoc-N-(2-phenylethyl)-L-alanine | 84000-10-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-Fmoc-N-(2-phenylethyl)-L-alanine
• 英文别名: 2-[9H-fluoren-9-ylmethoxycarbonyl(2-phenylethyl)amino]propanoic acid
• CAS: 84000-10-2
• 化学式: C₂₆H₂₅NO₄
• 分子量: 415.489
• InChiKey: PHKUOUQBKZDTQI-UHFFFAOYSA-N

物化性质

• 沸点：
  615.6±44.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  66.84
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl-3-{(2R)-2-amino-2-[1-(2-phenylethyl)carbamoyl]ethyl}-1H-1-indolecarboxylate 、 N-Fmoc-N-(2-phenylethyl)-L-alanine 以65%的产率得到N-[(R)-2-(1H-Indol-3-yl)-1-phenethylcarbamoyl-ethyl]-2-phenethylamino-propionamide
  参考文献：
  名称：

  Design of Selective Peptidomimetic Agonists for the Human Orphan Receptor BRS-3

  摘要：

  New tool substances may help to unravel the physiological role of the human orphan receptor BRS-3 and its possible use as a drug target for the treatment of obesity and cancer. In continuation of our work on BRS-3, the solid- and solution-phase synthesis of a library of low molecular weight peptidomimetic agonists based on the recently developed short peptide agonist 4 is described. Functional potencies of the compounds were determined measuring calcium mobilization in a fluorometric imaging plate reader (FLIPR) assay. Focusing on the N-terminus, the D-Phe-Gln moiety of 4 was modified in a combinatorial. SAR-oriented medicinal chemistry approach. With the incorporation of N-arylated glycine and alanine building blocks azaglycine, piperazine, or piperidine and the synthesis of semicarbazides and semicarbazones, a number of highly potent and selective compounds with a reduced number of peptide bonds were obtained, which also should have enhanced metabolic stability.

  DOI：

  10.1021/jm0210921
• 作为产物：
  描述：

  Fmoc-L-丙氨酸 在 三乙基硅烷 、 对甲苯磺酸 、 三氟乙酸 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 159.0h， 生成 N-Fmoc-N-(2-phenylethyl)-L-alanine
  参考文献：
  名称：

  Synthesis of 9-fluorenylmethyloxycarbonyl-protected N-alkyl amino acids by reduction of oxazolidinones

  摘要：

  DOI：

  10.1021/jo00149a016