N-Boc-L-aspartyl(benzyl)-3-(aminomethyl)benzoic acid | 160880-98-8

• 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: N-Boc-L-aspartyl(benzyl)-3-(aminomethyl)benzoic acid
• 英文别名: 3-[[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxo-4-phenylmethoxybutanoyl]amino]methyl]benzoic acid
• CAS: 160880-98-8
• 化学式: C₂₄H₂₈N₂O₇
• 分子量: 456.496
• InChiKey: SLALNISVEXFQGS-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  131
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-Boc-L-aspartyl(benzyl)-3-(aminomethyl)benzoic acid 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Tc-99m-labeled fibrinogen receptor antagonists: design and synthesis of cyclic RGD peptides for the detection of thrombi

  摘要：

  Tc-99m labeled derivatives of N-Me-Arg-Gly-Asp containing cyclic peptide GP IIb/IIIa receptor antagonists are potential radiopharmaceuticals for the diagnosis of thrombosis. The design and synthesis of these peptides are described. These compounds are incorporated in rapidly growing thrombi under both arterial and venous conditions in canine models. Thrombi are clearly visible in images acquired at 50 min. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.

  DOI：

  10.1016/0960-894x(96)00282-x
• 作为产物：
  描述：

  Boc-L-天冬氨酸 4-苄酯 在 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-Boc-L-aspartyl(benzyl)-3-(aminomethyl)benzoic acid
  参考文献：
  名称：

  Tc-99m-labeled fibrinogen receptor antagonists: design and synthesis of cyclic RGD peptides for the detection of thrombi

  摘要：

  Tc-99m labeled derivatives of N-Me-Arg-Gly-Asp containing cyclic peptide GP IIb/IIIa receptor antagonists are potential radiopharmaceuticals for the diagnosis of thrombosis. The design and synthesis of these peptides are described. These compounds are incorporated in rapidly growing thrombi under both arterial and venous conditions in canine models. Thrombi are clearly visible in images acquired at 50 min. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.

  DOI：

  10.1016/0960-894x(96)00282-x

文献信息

• An Efficient Synthesis of Glycoprotein IIb/IIIa Inhibitor DMP728. A Novel Synthesis of N.alpha.-Methylarginine-Containing Peptide
  作者：Chu-Biao Xue、William F. DeGrado

  DOI：10.1021/jo00109a027

  日期：1995.2

  An efficient synthesis of an antithrombotic cyclic peptide antagonist of glycoprotein IIb/IIIa, cycle(D-Abu-N-a-methyl-Arg-Gly-Asp-m-(aminomethyl)benzoic acid) has been developed. In the course of this work an efficient and selective method has been developed for the synthesis of derivatives of N-a-methylarginine from Cbz-Gln. The carboxamide of Cbz-Gln is dehydrated to the corresponding nitrile, and the resulting compound is methylated providing Cbz-2-(methylamino)-4-cyanobutyric acid, a diprotected precursor of N-a-methylornithine. At a later point in the reaction sequence the nitrile is reduced to the amine and the resulting N-a-methylornithine derivative is guanylated, converting it to a derivative of N-a-methylarginine.
• Tc-99m-labeled fibrinogen receptor antagonists: design and synthesis of cyclic RGD peptides for the detection of thrombi
  作者：Thomas D. Harris、Milind Rajopadhye、Paul R. Damphousse、Danuta Glowacka、Karmine Yu、Jeffrey P. Bourque、John A. Barrett、David J. Damphousse、Stuart J. Heminway、Joel Lazewatsky、Theresa Mazaika、Timothy R. Carroll

  DOI：10.1016/0960-894x(96)00282-x

  日期：1996.8

  Tc-99m labeled derivatives of N-Me-Arg-Gly-Asp containing cyclic peptide GP IIb/IIIa receptor antagonists are potential radiopharmaceuticals for the diagnosis of thrombosis. The design and synthesis of these peptides are described. These compounds are incorporated in rapidly growing thrombi under both arterial and venous conditions in canine models. Thrombi are clearly visible in images acquired at 50 min. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.