O-叔丁基-N-[(苯基甲氧基)羰基]-L-酪氨酸乙酯 | 66328-78-7

• 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
• 中文名称: O-叔丁基-N-[(苯基甲氧基)羰基]-L-酪氨酸乙酯
• 英文名称: N-(benzyloxycarbonyl)-O-tert-butyltyrosine ethyl ester
• 英文别名: N-Benzyloxycarbonyl-O-tert.-butyl-L-tyrosinaethylester；L-Tyrosine,O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-,ethyl ester；ethyl (2S)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-2-(phenylmethoxycarbonylamino)propanoate
• CAS: 66328-78-7
• 化学式: C₂₃H₂₉NO₅
• 分子量: 399.487
• InChiKey: NLKZJPKBXYLOAU-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  O-叔丁基-N-[(苯基甲氧基)羰基]-L-酪氨酸乙酯 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以89.7%的产率得到O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸
  参考文献：
  名称：

  N,N-Dialkylated leucine enkephalins as potential .delta. opioid receptor antagonists

  摘要：

  A series of N,N-dialkylated leucine enkephalins were prepared in order to study the effect of substitution on antagonist activity at the delta opioid receptor. The target peptides 1-7 were evaluated in the mouse vas deferens (MVD) and guinea pig ileum (GPI) at 1 microM. All of the compounds except [N,N-di-2-phenethyl,Leu5]enkephalin (7) showed antagonist activity in the MVD against the delta receptor agonist [D-Ala2,D-Leu5]enkephalin. The most potent congener, [N,N-dibenzyl,Leu5]enkephalin (3), was 2.5-fold more potent than [N,N-diallyl,Leu5]enkephalin (1). None of the compounds at 1 microM showed any antagonist activity against agonists for other receptor types. The N,N-di-2-phenethyl (7) and N,N-dioctyl (6) analogues showed significant agonist activity at 1 microM in the MVD.

  DOI：

  10.1021/jm00390a005
• 作为产物：
  描述：

  N-[(苯基甲氧基)羰基]-L-酪氨酸乙酯 、 异丁烯 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 生成 O-叔丁基-N-[(苯基甲氧基)羰基]-L-酪氨酸乙酯
  参考文献：
  名称：

  Schroeder,E., Justus Liebigs Annalen der Chemie, 1963, vol. 670, p. 127 - 136

  摘要：

  DOI：

文献信息

• Schroeder,E., Justus Liebigs Annalen der Chemie, 1963, vol. 670, p. 127 - 136
  作者：Schroeder,E.

  DOI：——

  日期：——
• N,N-Dialkylated leucine enkephalins as potential .delta. opioid receptor antagonists
  作者：Jane A. Lovett、Philip S. Portoghese

  DOI：10.1021/jm00390a005

  日期：1987.7

  A series of N,N-dialkylated leucine enkephalins were prepared in order to study the effect of substitution on antagonist activity at the delta opioid receptor. The target peptides 1-7 were evaluated in the mouse vas deferens (MVD) and guinea pig ileum (GPI) at 1 microM. All of the compounds except [N,N-di-2-phenethyl,Leu5]enkephalin (7) showed antagonist activity in the MVD against the delta receptor agonist [D-Ala2,D-Leu5]enkephalin. The most potent congener, [N,N-dibenzyl,Leu5]enkephalin (3), was 2.5-fold more potent than [N,N-diallyl,Leu5]enkephalin (1). None of the compounds at 1 microM showed any antagonist activity against agonists for other receptor types. The N,N-di-2-phenethyl (7) and N,N-dioctyl (6) analogues showed significant agonist activity at 1 microM in the MVD.