(S)-5-{[(3aR,4R,6R,6aR)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester | 212714-86-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-5-{[(3aR,4R,6R,6aR)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester
• CAS: 212714-86-8
• 化学式: C₄₀H₄₅N₄O₁₃P
• 分子量: 820.79
• InChiKey: BJTOVNYRAVILQL-MAMYQILWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  58.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  201.07
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (S)-5-{[(3aR,4R,6R,6aR)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester 在 palladium on activated charcoal 1,4-环己二烯 、 氢气 、 三氟乙酸 、 sodium iodide 作用下， 以 乙醇 、 水 、 丁酮 为溶剂， 反应 52.17h， 生成
  参考文献：
  名称：

  Glutamyl Adenylate Analogues Are Inhibitors of Glutamyl-tRNA Synthetase

  摘要：

  Glutamol adenylate 10 was a competitive inhibitor (K-i = 3 pM) of glutamyl-tRNA synthetase from Escherichia coli. The N-6-benzoyl adenine derivative 9 was also an inhibitor (K-i similar to 60 mu M). Replacement of adenine by other bases (purine, cytosine, dihydrocytosine, uridine) resulted in a more than 1000-fold loss in activity, indicating the important contribution of the adenine ring to the enzyme binding. (C) 1998 Academic Press.

  DOI：

  10.1006/bioo.1998.1082
• 作为产物：
  描述：

  5-苄基-N-Cbz-L-谷氨酸酯 在 四氮唑 、 sodium tetrahydroborate 、 碘 、 三乙胺 作用下， 以 四氢呋喃 、 吡啶 、 水 、 乙腈 为溶剂， 反应 9.5h， 生成 (S)-5-{[(3aR,4R,6R,6aR)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester
  参考文献：
  名称：

  Glutamyl Adenylate Analogues Are Inhibitors of Glutamyl-tRNA Synthetase

  摘要：

  Glutamol adenylate 10 was a competitive inhibitor (K-i = 3 pM) of glutamyl-tRNA synthetase from Escherichia coli. The N-6-benzoyl adenine derivative 9 was also an inhibitor (K-i similar to 60 mu M). Replacement of adenine by other bases (purine, cytosine, dihydrocytosine, uridine) resulted in a more than 1000-fold loss in activity, indicating the important contribution of the adenine ring to the enzyme binding. (C) 1998 Academic Press.

  DOI：

  10.1006/bioo.1998.1082