tert-butyl (S)-2-acetoxy-1-(1H-benzo[d]imidazol-2-yl)ethylcarbamate | 1184170-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: tert-butyl (S)-2-acetoxy-1-(1H-benzo[d]imidazol-2-yl)ethylcarbamate
• 英文别名: Boc-Ser(Ac)-Bid
• CAS: 1184170-64-6
• 化学式: C₁₆H₂₁N₃O₄
• 分子量: 319.36
• InChiKey: DZRNOKXFFKCAQE-ZDUSSCGKSA-N

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-2-acetoxy-1-(1H-benzo[d]imidazol-2-yl)ethylcarbamate 在 三氟乙酸 作用下， 反应 0.5h， 以95%的产率得到
  参考文献：
  名称：

  Influence of the Side Chain Next to C-Terminal Benzimidazole in Opioid Pseudopeptides Containing the Dmt-Tic Pharmacophore

  摘要：

  To improve the structure-activity studies of the lead 6 opioid agonist H-Dmt-Tic-Asp*-Bid, we synthesized and pharmacologically characterized a series of analogues in which the side chain next to 1H-benzimidazole-2-yl (Bid) was substituted by those endowed with different chemical properties. Interesting results were obtained: (1) only Gly, Ala, and Asp resulted in delta agonism, (2) Phe yielded delta antagonism, (3) and all other residues except Glu (devoid of any activity) gave mu agonism.

  DOI：

  10.1021/jm900686q
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 反应 1.0h， 以0.95 g的产率得到tert-butyl (S)-2-acetoxy-1-(1H-benzo[d]imidazol-2-yl)ethylcarbamate
  参考文献：
  名称：

  Influence of the Side Chain Next to C-Terminal Benzimidazole in Opioid Pseudopeptides Containing the Dmt-Tic Pharmacophore

  摘要：

  To improve the structure-activity studies of the lead 6 opioid agonist H-Dmt-Tic-Asp*-Bid, we synthesized and pharmacologically characterized a series of analogues in which the side chain next to 1H-benzimidazole-2-yl (Bid) was substituted by those endowed with different chemical properties. Interesting results were obtained: (1) only Gly, Ala, and Asp resulted in delta agonism, (2) Phe yielded delta antagonism, (3) and all other residues except Glu (devoid of any activity) gave mu agonism.

  DOI：

  10.1021/jm900686q