2-(5-氟戊基)-2-甲基丙二酸二叔丁酯 | 1415564-81-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-(5-氟戊基)-2-甲基丙二酸二叔丁酯
• 英文名称: di-tert-butyl 2-(5-fluoropentyl)-2-methylmalonate
• 英文别名: Di-tert-butyl 2-(5-fluoropentyl)-2-methylmalonate；ditert-butyl 2-(5-fluoropentyl)-2-methylpropanedioate
• CAS: 1415564-81-6
• 化学式: C₁₇H₃₁FO₄
• 分子量: 318.429
• InChiKey: WUUCZPCTYRPLGW-UHFFFAOYSA-N

物化性质

• 沸点：
  346.3±22.0 °C(Predicted)
• 密度：
  0.989±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(5-氟戊基)-2-甲基丙二酸二叔丁酯 在 水 、 三氟乙酸 作用下， 反应 24.0h， 以94%的产率得到2-(5-氟戊基)-2-甲基丙二酸
  参考文献：
  名称：

  Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

  摘要：

  The diethyl ester of [F-18]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [F-18]ML-10 from nucleophilic [F-18]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was >= 99%. The diethyl ester of [F-18]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.019
• 作为产物：
  描述：

  di-tert-butyl 2-(5-hydroxypentyl)-2-methylmalonate 在 triethylamine tris(hydrogen fluoride) 、 三乙胺 、 ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以82%的产率得到2-(5-氟戊基)-2-甲基丙二酸二叔丁酯
  参考文献：
  名称：

  Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

  摘要：

  The diethyl ester of [F-18]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [F-18]ML-10 from nucleophilic [F-18]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was >= 99%. The diethyl ester of [F-18]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.019

文献信息

• Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue
  作者：Manikandan Kadirvel、Michael Fairclough、Christopher Cawthorne、Emily J. Rowling、Muhammad Babur、Adam McMahon、Paul Birkket、Alison Smigova、Sally Freeman、Kaye J. Williams、Gavin Brown

  DOI：10.1016/j.bmc.2013.11.019

  日期：2014.1

  The diethyl ester of [F-18]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [F-18]ML-10 from nucleophilic [F-18]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was >= 99%. The diethyl ester of [F-18]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. (C) 2013 Elsevier Ltd. All rights reserved.