methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-chlorobutoxy)phenyl)propanoate | 1174642-61-5

• 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: methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-chlorobutoxy)phenyl)propanoate
• CAS: 1174642-61-5
• 化学式: C₁₉H₂₈ClNO₅
• 分子量: 385.888
• InChiKey: CXYHBNGDZPSUCW-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-chlorobutoxy)phenyl)propanoate 在 sodium iodide 作用下， 以 丙酮 为溶剂， 以94%的产率得到methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-iodobutoxy)phenyl)propanoate
  参考文献：
  名称：

  [68Ga]Ga-DO2A-(OBu-l-tyr)2: Synthesis, 68Ga-radiolabeling and in vitro studies of a novel 68Ga-DO2A-tyrosine conjugate as potential tumor tracer for PET

  摘要：

  The synthesis, Ga-68-labeling and in vitro study of the novel tyrosine chelate derivative [Ga-68]Ga-1,4,7,10-tetraazacyclododecane-1,7- diacetic acid-4,10-di-(O-butyl)-L-tyrosine ([68Ga] Ga-DO(2)A-(OBu-L-tyr)(2)) as a potential tracer for imaging tumor metabolism by positron emission tomography (PET) is presented. This approach combines the biological amino acid transporter targeting properties of L-tyrosine with the outstanding availability of Ga-68(III) via the Ge-68/Ga-68 generator. In vitro studies utilizing the F98-glioblastoma cell line revealed specific uptake of [Ga-68] Ga-DO(2)A-(OBu-L-tyr)(2) that was comparable to that of the reference O-(2-[F-18]fluoroethyl)-L-tyrosine (FET). These promising results indicate a high potential of [Ga-68] Ga-DO(2)A-(OBu-L-tyr) 2 for molecular imaging of tumor-driven amino acid uptake by PET. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.001
• 作为产物：
  描述：

  1-溴-4-氯丁烷 、 Boc-L-酪氨酸甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以91%的产率得到methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-chlorobutoxy)phenyl)propanoate
  参考文献：
  名称：

  [68Ga]Ga-DO2A-(OBu-l-tyr)2: Synthesis, 68Ga-radiolabeling and in vitro studies of a novel 68Ga-DO2A-tyrosine conjugate as potential tumor tracer for PET

  摘要：

  The synthesis, Ga-68-labeling and in vitro study of the novel tyrosine chelate derivative [Ga-68]Ga-1,4,7,10-tetraazacyclododecane-1,7- diacetic acid-4,10-di-(O-butyl)-L-tyrosine ([68Ga] Ga-DO(2)A-(OBu-L-tyr)(2)) as a potential tracer for imaging tumor metabolism by positron emission tomography (PET) is presented. This approach combines the biological amino acid transporter targeting properties of L-tyrosine with the outstanding availability of Ga-68(III) via the Ge-68/Ga-68 generator. In vitro studies utilizing the F98-glioblastoma cell line revealed specific uptake of [Ga-68] Ga-DO(2)A-(OBu-L-tyr)(2) that was comparable to that of the reference O-(2-[F-18]fluoroethyl)-L-tyrosine (FET). These promising results indicate a high potential of [Ga-68] Ga-DO(2)A-(OBu-L-tyr) 2 for molecular imaging of tumor-driven amino acid uptake by PET. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.001