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Synthesis of 2‐amino‐1,5‐dihydro‐1‐(methyl‐ 13 C)‐4H‐imidazol‐4‐one‐5‐ 13 C (creatinine‐ 13 C 2 )
Author(s) -
Cohen A.,
Hertz H. H.,
Schaffer R.,
Welch M. M.,
White E.
Publication year - 1987
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580240514
Subject(s) - chemistry , sarcosine , cyanamide , yield (engineering) , medicinal chemistry , sublimation (psychology) , creatine , organic chemistry , stereochemistry , glycine , nuclear chemistry , amino acid , psychology , biochemistry , materials science , metallurgy , psychotherapist
2‐Amino‐1,5‐dihydro‐1‐(methyl‐ 13 c)‐4h‐imidazol‐4‐one‐5‐ 13 c (creatinine‐ 13 C 2 ) ( 8 ) is synthesized as follows. Glycine‐2‐ 13 c ( 1 ) is tosylated; the product ( 2 ) is treated with iodomethane‐ 13 C; and the resultant doubly‐labeled product ( 3 ) is detosylated to yield sarcosine‐ 13 C 2 ( 4 ). Creatine‐ 13 C 2 ( 7 ) is obtained by treating 4 with 2‐methylisothiourea monohydriodide ( 5 ) or cyanamide ( 6 ). Dehydration of 7 under vacuum sublimation conditions gives 8 .