2-甲基-2-丙基(2E)-2-(2-呋喃基亚甲基)肼羧酸酯 | 113906-60-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 2-甲基-2-丙基(2E)-2-(2-呋喃基亚甲基)肼羧酸酯
• 英文名称: N'-(furan-2-ylmethylene)hydrazinecarboxylic acid tert-butyl ester
• 英文别名: (E)-tert-butyl 2-(furan-2-ylmethylene)hydrazinecarboxylate；tert-butyl N-[(E)-furan-2-ylmethylideneamino]carbamate
• CAS: 113906-60-8
• 化学式: C₁₀H₁₄N₂O₃
• 分子量: 210.233
• InChiKey: WNMDEIMNCXIHJG-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲基-2-丙基(2E)-2-(2-呋喃基亚甲基)肼羧酸酯 在 sodium cyanoborohydride 、 溶剂黄146 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以88%的产率得到2-甲基-2-丙基2-(2-呋喃甲基)肼羧酸酯
  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：

  糠醛 、 肼基甲酸叔丁酯 反应 1.0h， 以100%的产率得到2-甲基-2-丙基(2E)-2-(2-呋喃基亚甲基)肼羧酸酯
  参考文献：
  名称：

  Solvent-free synthesis of hydrazones and their subsequent N-alkylation in a Ball-mill

  摘要：

  A large variety of Boc-, Bz-, Ts-, and Fmoc- protected hydrazones were prepared via condensation of an equimolar amount of carbonyl-compound and the corresponding hydrazine using a ball-mill. Hydrazones were always obtained in a quantitative yield and no solvents were used at any step. In a second step, we realized the first solvent-free N-allylation and N-benzylation of these hydrazones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.056