[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionylamino]-acetic acid tert-butyl ester | 848086-41-9

• 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: [(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionylamino]-acetic acid tert-butyl ester
• CAS: 848086-41-9
• 化学式: C₂₂H₃₄N₂O₆
• 分子量: 422.522
• InChiKey: QNAVFFOVJYXVPO-KRWDZBQOSA-N

物化性质

• 沸点：
  612.4±55.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  113.96
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionylamino]-acetic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 [(S)-2-Amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionylamino]-acetic acid
  参考文献：
  名称：

  Studies on the structure–activity relationship of 2′,6′-dimethyl-l-tyrosine (Dmt) derivatives: bioactivity profile of H–Dmt–NH–CH3

  摘要：

  The 2',6'-dimethyl-L-tyrosine (Dmt) enhances receptor affinity, functional bioactivity and in vivo analgesia of opioid peptides. To further investigate its direct influence on these opioid parameters, we developed a series of compounds (H-Dmt-NH-X). Among them, H-Dmt-NH-CH3 showed the highest affinity (K(i)mu = 7.45 nM) equal to that of morphine, partial mu-opioid agonism (E-max = 66.6%) in vitro and a moderate antinociception in mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.040
• 作为产物：
  描述：

  2',6'-二甲基-L-酪氨酸 在 三乙胺 作用下， 生成 [(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionylamino]-acetic acid tert-butyl ester
  参考文献：
  名称：

  Studies on the structure–activity relationship of 2′,6′-dimethyl-l-tyrosine (Dmt) derivatives: bioactivity profile of H–Dmt–NH–CH3

  摘要：

  The 2',6'-dimethyl-L-tyrosine (Dmt) enhances receptor affinity, functional bioactivity and in vivo analgesia of opioid peptides. To further investigate its direct influence on these opioid parameters, we developed a series of compounds (H-Dmt-NH-X). Among them, H-Dmt-NH-CH3 showed the highest affinity (K(i)mu = 7.45 nM) equal to that of morphine, partial mu-opioid agonism (E-max = 66.6%) in vitro and a moderate antinociception in mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.040