(S)-2-((S)-2-{2-[((1R,2R)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclohexanecarbonyl)-amino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid tert-butyl ester | 213688-73-4

• 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-((S)-2-{2-[((1R,2R)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclohexanecarbonyl)-amino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid tert-butyl ester
• CAS: 213688-73-4
• 化学式: C₃₃H₅₂N₄O₈
• 分子量: 632.798
• InChiKey: JHVGKQSBRUOBCF-GZZJDKGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  45.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  172.16
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-2-{2-[((1R,2R)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclohexanecarbonyl)-amino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid tert-butyl ester 在 4-二甲氨基吡啶 、 碳酸氢铵 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Syntheses of potent Leu-enkephalin analogs possessing β-hydroxy-α,α-disubstituted-α-amino acid and their characterization to opioid receptors

  摘要：

  Novel Leu-enkephalin (Leu-Enk) (1) analogs possessing various types of a-substituted serine instead of its glycine residue in the position 2 were synthesized via an efficient O,N-migration method. The binding characteristics of the synthetic analogs using Chinese hamster ovary (CHO) cells expressed cloned rat mu-, delta-, and kappa-receptors revealed that [(1R,2S)-Ahh(2)]Enk (7) was the most potent agonist of delta-opioid receptors among all the synthetic analogs tested, and was 10 times more potent than the native Leu-Enk. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00349-7
• 作为产物：
  描述：

  Gly-Phe-Leu(t-Bu) 、 (1R,2R)-2-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexane-1-carboxylic acid 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑一水物 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (S)-2-((S)-2-{2-[((1R,2R)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclohexanecarbonyl)-amino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  Syntheses of potent Leu-enkephalin analogs possessing β-hydroxy-α,α-disubstituted-α-amino acid and their characterization to opioid receptors

  摘要：

  Novel Leu-enkephalin (Leu-Enk) (1) analogs possessing various types of a-substituted serine instead of its glycine residue in the position 2 were synthesized via an efficient O,N-migration method. The binding characteristics of the synthetic analogs using Chinese hamster ovary (CHO) cells expressed cloned rat mu-, delta-, and kappa-receptors revealed that [(1R,2S)-Ahh(2)]Enk (7) was the most potent agonist of delta-opioid receptors among all the synthetic analogs tested, and was 10 times more potent than the native Leu-Enk. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00349-7