[(S)-1-(4-Benzoyl-benzyl)-2-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester | 211191-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(S)-1-(4-Benzoyl-benzyl)-2-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester
• CAS: 211191-14-9
• 化学式: C₃₂H₄₀N₂O₆S
• 分子量: 580.745
• InChiKey: ZGPRLGCFHFYMGJ-VUKRRIEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  101.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(S)-1-(4-Benzoyl-benzyl)-2-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester 在 lithium hydroxide 、 四丁基溴化铵 、 lithium bromide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以93%的产率得到(2S)-3-(4-benzoylphenyl)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoic acid
  参考文献：
  名称：

  Asymmetric synthesis of Boc- N -methyl- p -benzoyl-phenylalanine. preparation of a photoreactive antagonist of Substance P

  摘要：

  The asymmetric synthesis of (S)-Boc-N-methyl-p-benzoyl-phenylalanine was performed by alkylation of sultam Boc-sarcosinate. The levorotatory sultam led to (S)-Boc-N-methyl amino acids with high optical purity. This photoreactive amino acid was incorporated into the sequence of a Substance P peptide antagonist. Comparison of the affinity and antagonistic properties of Biotinyl-apa-[D-Pro(9), MePhe(pBz)(10), Trp(11)]SP for human tachykinin NK-1 receptor demonstrated that this photoreactive antagonist should be a suitable tool for photolabelling studies, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00219-4
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 N-甲基吗啉 、 六甲基磷酰三胺 、 正丁基锂 、 碳酸氢钠 、 氯甲酸异丁酯 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 0.08h， 生成 [(S)-1-(4-Benzoyl-benzyl)-2-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Asymmetric synthesis of Boc- N -methyl- p -benzoyl-phenylalanine. preparation of a photoreactive antagonist of Substance P

  摘要：

  The asymmetric synthesis of (S)-Boc-N-methyl-p-benzoyl-phenylalanine was performed by alkylation of sultam Boc-sarcosinate. The levorotatory sultam led to (S)-Boc-N-methyl amino acids with high optical purity. This photoreactive amino acid was incorporated into the sequence of a Substance P peptide antagonist. Comparison of the affinity and antagonistic properties of Biotinyl-apa-[D-Pro(9), MePhe(pBz)(10), Trp(11)]SP for human tachykinin NK-1 receptor demonstrated that this photoreactive antagonist should be a suitable tool for photolabelling studies, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00219-4