Synthesis of 13C- and 14C-labeled 3-(dichloroacetyl)-5-(2-furanyl)- 2,2-dimethyloxazolidine

被引:0
|
作者
Environmental Science Department, Ceregen, A Unit of Monsanto Company, St. Louis, MO 63198, United States [1 ]
机构
来源
J. LABEL. COMPD. RADIOPHARM. | / 7卷 / 631-636期
关键词
Cyanides; -; Potassium;
D O I
暂无
中图分类号
学科分类号
摘要
Synthesis of 3-(dichloroacetyl)-5-(2-furanyl)-2,2-dimethyloxazolidine (common name: furilazole) labeled with carbon-14 and carbon-13 are described. Two routes for the synthesis of labeled trimethylsilyl cyanide, a precursor to furilazole, are described. One method can be carried out on milligram scale and is suitable for a high specific activity preparation while the second method is suitable for preparation on grain scale. Carbon-14 labeled furilazole was obtain from isotopically labeled potassium cyanide in 5 steps with an overall yield of 28-34%.
引用
收藏
相关论文
共 50 条
  • [1] Synthesis of C-13- and C-14-labeled 3-(dichloroacetyl)-5-(2-furanyl)-2,2-dimethyloxazolidine
    Mehrsheikh, A
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1996, 38 (07): : 631 - 636
  • [2] Catalytic methoxylation of aryl halides using 13C- and 14C-labeled CO2
    Ohleier, Alexia
    Sallustrau, Antoine
    Mouhsine, Bouchaib
    Caille, Fabien
    Audisio, Davide
    Cantat, Thibault
    CHEMICAL COMMUNICATIONS, 2022, 58 (92) : 12831 - 12834
  • [3] Synthesis of 13C- and 14C-labeled dinucleotide mRNA cap analogues for structural and biochemical studies
    Piecyk, Karolina
    Davis, Richard E.
    Jankowska-Anyszka, Marzena
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (13) : 4391 - 4395
  • [4] The synthesis of 14C-labeled, 13CD2-labeled saxagliptin, and its 13CD2-labeled 5-hydroxy metabolite
    Tran, Scott B.
    Maxwell, Brad D.
    Cao, Kai
    Bonacorsi, Samuel J.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2014, 57 (03): : 136 - 140
  • [5] SYNTHESIS OF 13C- AND 14C-LABELED LINOLEIC ACIDS FOR USE IN DIAGNOSTIC BREATH TESTS FOR HEPATOBILIARY SYSTEM DISORDERS
    Tynio, Y. Y.
    Morozova, G., V
    Biryukova, Yu K.
    Sivokhin, D. A.
    Pozdniakova, N., V
    Zylkova, M., V
    Bogdanova, E. S.
    Smirnova, M. S.
    Shevelev, A. B.
    BULLETIN OF RUSSIAN STATE MEDICAL UNIVERSITY, 2020, (02): : 33 - 38
  • [6] Synthesis of 14C-labeled and 13C-, 15N-labeled dasatinib and its piperazine N-dealkyl metabolite
    Allentoff, Alban J.
    Lago, Michael W.
    Ogan, Marc
    Chen, Bang-Chi
    Zhao, Rulin
    Lyer, Ramaswarmy A.
    Christopher, Lisa J.
    Rinehart, J. Kent
    Balasubramanian, Balu
    Bonacorsi, Samuel J., Jr.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2008, 51 (1-2): : 41 - 47
  • [7] Synthesis of 3H-, 13C3-, and 14C-labeled Sch 727965
    Lavey, C. Flader
    Hesk, D.
    Koharski, D.
    Truong, V.
    McNamara, P.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2011, 54 (04): : 196 - 201
  • [8] TOTAL SYNTHESIS OF 14C-LABELED PROCYANIDIN B2
    Viton, Florian
    Landreau, Cyrille
    Rustidge, David
    Little, Gill
    Robert, Fabien
    Williamson, Gary
    Barron, Denis
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2010, 53 (5-6): : 371 - 374
  • [9] Synthesis of 13C- and 14C-labeled 119U90, an ortho-amino benzamide with a preclinical atypical antipsychotic profile
    Norman, M.H.
    Gabriel, S.D.
    Journal of Labelled Compounds and Radiopharmaceuticals, 1996, 38 (03): : 269 - 280
  • [10] PREPARATION OF ALL STEREOISOMERS OF C-14-LABELED 3-(2,2-DICHLOROETHENYL)- AND 3-(2,2-DIBROMOETHENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACIDS
    KANAMARU, H
    KAWAHARA, K
    OKUNO, M
    YOSHITAKE, A
    NAKATSUKA, I
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1987, 24 (04): : 409 - 422