tert-butyl N-[(2S)-1-[(3S)-3-[[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]methyl]-3,4-dihydro-1H-isoquinolin-2-yl]-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropan-2-yl]carbamate | 357339-51-6

• 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: tert-butyl N-[(2S)-1-[(3S)-3-[[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]methyl]-3,4-dihydro-1H-isoquinolin-2-yl]-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropan-2-yl]carbamate
• CAS: 357339-51-6
• 化学式: C₃₇H₅₃N₅O₈
• 分子量: 695.857
• InChiKey: OGZKEPMCWSBKJJ-WNJJXGMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  50
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  168
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-[(3S)-3-[[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]methyl]-3,4-dihydro-1H-isoquinolin-2-yl]-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropan-2-yl]carbamate 在 盐酸 、 溶剂黄146 作用下， 反应 18.0h， 生成 N-{2-[2-Amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionyl]-1,2,3,4-tetrahydro-isoquinolin-3-ylmethyl}-guanidine
  参考文献：
  名称：

  Novel C-Terminus Modifications of the Dmt-Tic Motif:  A New Class of Dipeptide Analogues Showing Altered Pharmacological Profiles Toward the Opioid Receptors

  摘要：

  The design, synthesis and pharmacological evaluation of a novel class of Dmt-Tic dipeptide analogues are described. These resulting analogues bearing different C-terminal functionalities were found to bind to the human delta receptor with high affinity. One specific class of dipeptides bearing urea/thiourea functionalities showed partial to full activation of the delta receptor. Several dipeptides also showed good binding affinities with full activation of the human kappa receptor, a novel property for those ligands.

  DOI：

  10.1021/jm015532k
• 作为产物：
  描述：

  N-叔丁氧羰基-(S)-1,2,3,4-四氢异喹啉-3-羧酸 在 palladium on activated charcoal N-甲基吗啉 、 盐酸 、 sodium tetrahydroborate 、 叠氮磷酸二苯酯 、 氢气 、 1-羟基苯并三唑 、 溶剂黄146 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 35.0 ℃ 、241.32 kPa 条件下， 反应 41.91h， 生成 tert-butyl N-[(2S)-1-[(3S)-3-[[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]methyl]-3,4-dihydro-1H-isoquinolin-2-yl]-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Novel C-Terminus Modifications of the Dmt-Tic Motif:  A New Class of Dipeptide Analogues Showing Altered Pharmacological Profiles Toward the Opioid Receptors

  摘要：

  The design, synthesis and pharmacological evaluation of a novel class of Dmt-Tic dipeptide analogues are described. These resulting analogues bearing different C-terminal functionalities were found to bind to the human delta receptor with high affinity. One specific class of dipeptides bearing urea/thiourea functionalities showed partial to full activation of the delta receptor. Several dipeptides also showed good binding affinities with full activation of the human kappa receptor, a novel property for those ligands.

  DOI：

  10.1021/jm015532k