H-His(N^ϖ-2-Adom)-OH

• 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-His(N^ϖ-2-Adom)-OH
• 英文别名: (2S)-3-[3-(2-adamantyloxymethyl)imidazol-4-yl]-2-aminopropanoic acid
• 化学式: C₁₇H₂₅N₃O₃
• 分子量: 319.404
• InChiKey: ARVNUHICMMAEKY-ZNJNVTAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  90.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-金刚烷醇 在 sodium hydroxide 、 磺酰氯 、 乙酸酐 、 三氟乙酸 作用下， 生成 H-His(N^ϖ-2-Adom)-OH
  参考文献：
  名称：

  Synthesis of N^π-2-adamantyloxymethylhistidine, his(N^π-2-adom), and its evaluation for peptide synthesis

  摘要：

  N-pi-2-Adamantyloxymethylhistidine, His(N pi-2-Adom), is prepared and successfully applied to the synthesis of thyrotropin-releasing hormone (TRH) in combination with tert-butyloxycarbonyl (Boc) as the N-alpha-protecting group. This new protecting group suppressed racemization during peptide synthesis and exhibited high solubility in organic solvents.

  DOI：

  10.1039/p19960000753

文献信息

• Synthesis of N^π-2-adamantyloxymethylhistidine, his(N^π-2-adom), and its evaluation for peptide synthesis
  作者：Yoshio Okada、Jidong Wang、Takeshi Yamamoto、Yu Mu

  DOI：10.1039/p19960000753

  日期：——

  N-pi-2-Adamantyloxymethylhistidine, His(N pi-2-Adom), is prepared and successfully applied to the synthesis of thyrotropin-releasing hormone (TRH) in combination with tert-butyloxycarbonyl (Boc) as the N-alpha-protecting group. This new protecting group suppressed racemization during peptide synthesis and exhibited high solubility in organic solvents.