<2-14C>Malonsaeure-diethylester | 5102-68-1

• 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: <2-14C>Malonsaeure-diethylester
• 英文别名: diethyl <2-(14)C>malonate；diethyl <2-14C>malonate；diethyl 2-[¹⁴C]malonate；diethyl [2-¹⁴C]malonate；diethyl [2-(14)C]malonate；[2-14C]-diethyl malonate；diethyl (214C)propanedioate
• CAS: 5102-68-1
• 化学式: C₇H₁₂O₄
• 分子量: 162.159
• InChiKey: IYXGSMUGOJNHAZ-RHRFEJLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  <2-14C>Malonsaeure-diethylester 生成 6-fluoro-3-hydroxy-2-[2-14C] pyrazinecarboxamide
  参考文献：
  名称：

  EP1417967

  摘要：

  公开号：
• 作为产物：
  描述：

  diethyl 7,8-dimethyl-1,5-dihydro-2,4-benzodithiepine-3,3-dicarboxylate 、 乙醇 以85%的产率得到
  参考文献：
  名称：

  PICHAT L.; NOEL J. P., J. LABELLED COMPOUNDS AND RADIOPHARM., 1978, NO 15 753-757

  摘要：

  DOI：

文献信息

• Cu(I)Br-mediated preparation of14C-labeled 3-pyridineacetate derivatives and synthesis of a novel14C-labeled PDE-IV inhibitor
  作者：Jonathan Z. Ho、Matthew P. Braun

  DOI：10.1002/jlcr.1289

  日期：2007.4

  An efficient protocol for the synthesis of 14C-labeled 3-pyridineacetate (1) and its N-oxide ([14C]2) is described. Oxidation of this pyridine ([14C]1) to its N-oxide ([14C]2) proceeded in high yield using H2O2 with MeReO3 as a catalyst. The reaction employs readily available diethyl [2-14C]malonate. This method has proven to be general in preparation of other pyridineacetate derivatives and their N-oxides which have been typically difficult to prepare by other means. Our development of the Cu(I)Br-coupling methodology as well as application to the synthesis of a 14C-labeled phosphodiesterase-IV (PDE-IV) inhibitor, [14C]3, are also reported. Copyright © 2007 John Wiley & Sons, Ltd.

  描述了一种高效的合成14C标记的3-吡啶乙酸酯（1）及其N-氧化物（[14C]2）的方法。使用H2O2和MeReO3作为催化剂，可以高产率地将该吡啶（[14C]1）氧化为其N-氧化物（[14C]2）。该反应采用易得的二乙基[2-14C]丙二酸酯。该方法在制备其他吡啶乙酸酯衍生物及其N-氧化物方面已证明具有普遍适用性，这些化合物通常通过其他方法难以制备。我们还报告了Cu(I)Br偶联方法的开发以及其在合成14C标记的磷酸二酯酶-IV（PDE-IV）抑制剂[14C]3中的应用。版权 © 2007 John Wiley & Sons, Ltd.
• Novel solvent-free labelling procedure with carbon-14 diethyl malonate
  作者：L. Hernandez、E. Casanova、A. Loupy、A. Petit

  DOI：10.1002/jlcr.653

  日期：2003.2

  A rapid and novel one-pot radiochemical synthesis of 14C-labelled esters has been developed using a combination of solvent-free conditions and microwave irradiation. The method offers several advantages over the customary classical procedure. Copyright © 2002 John Wiley & Sons, Ltd.

  利用无溶剂条件和微波辐照相结合的方法，开发出了一种快速、新颖的单锅放射性化学合成 14C 标记酯的方法。与传统方法相比，该方法具有多项优势。Copyright © 2002 John Wiley & Sons, Ltd. All Rights Reserved.
• Synthesis of carbon-14 labelled gemifloxacin
  作者：Hyun Il Shin、Jong Gill Rim、Ki Seung Lee、Young Seok Kim、Do Hyun Nam、Hyun Ik Shin、Jay Hyok Chang、Chang Young Oh、Won Hun Ham

  DOI：10.1002/jlcr.866

  日期：2004.10.15

  A new antibacterial agent gemifloxacin was labelled with carbon-14 for studies of pharmacokinetics and metabolism, the label was located in position 3 of the quinolone ring system. The overall radiochemical yield of the 14-step synthesis, starting from [2-14C]sodium acetate was 16.6%, and the radiochemical purity 97.5%. Copyright © 2004 John Wiley & Sons, Ltd.

  对一种新型抗菌药吉非沙星进行碳-14标记，用于药代动力学和代谢研究，标记位于喹诺酮环系统的第3位。从[2-14C]醋酸钠开始的 14 步合成的总放射化学收率为 16.6%，放射化学纯度为 97.5%。Copyright © 2004 John Wiley & Sons, Ltd. All Rights Reserved.
• Synthesis of [14C]-, [13C4]-, and [13C4,15N2]- 5-amino-4-iodopyrimidine
  作者：Bachir Latli、Paul-James Jones、Dhileepkumar Krishnamurthy、Chris H. Senanayake

  DOI：10.1002/jlcr.1477

  日期：2008.1

  5-Amino-4-iodopyrimidine labeled with either carbon-14 or with the stable isotopes carbon-13 and nitrogen-15 was prepared starting from commercially available labeled diethylmalonate and formamide. This compound is a useful intermediate for carbon–nitrogen and carbon–carbon bond formations. Copyright © 2008 John Wiley & Sons, Ltd

  由市售标记的丙二酸二乙酯和甲酰胺开始制备用碳14或用稳定同位素碳13和氮15标记的5-氨基-4-碘嘧啶。该化合物是碳-氮和碳-碳键形成的有用中间体。版权所有 © 2008 约翰·威利父子有限公司
• The14C,13C and15N syntheses of MON 37500, a sulfonylurea wheat herbicide
  作者：Brad D. Maxwell、Olivier G. Boyé、Kazunari Ohta

  DOI：10.1002/jlcr.934

  日期：2005.5

  [14C] and [13C]MON 37500 labeled in the imidazopyridine (Im) ring system were synthesized in seven steps in an overall yield of 39 and 28%, respectively, from [2-14C] and [2-13C]chloroacetic acid. [14C]MON 37500 labeled in the pyrimidine (Pd) ring system was synthesized from [2-14C]diethyl malonate in four steps in 48% yield. Lastly, [15N]MON 37500 was prepared in three steps in an overall yield of

  在咪唑并吡啶 (Im) 环系统中标记的 [14C] 和 [13C]MON 37500 由 [2-14C] 和 [2-13C] 氯乙酸分七步合成，总产率分别为 39% 和 28%。在嘧啶 (Pd) 环系统中标记的 [14C]MON 37500 由 [2-14C] 丙二酸二乙酯分四步合成，产率为 48%。最后，[15N]MON 37500 由 [15N] 氯化铵分三步制备，总产率为 28%。版权所有 © 2005 John Wiley & Sons, Ltd.