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Über Pterinchemie. 68 Mitteilung [1]. Regiospezifische Deuterierungen von Folsäure
Author(s) -
Khalifa Esam,
Furrer HansJürg,
Bieri Jost H.,
Viscontini Max
Publication year - 1978
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19780610742
Subject(s) - chemistry , folic acid , medicinal chemistry , stereochemistry , nitroso , medicine
Regiospecific deuteriation of folic acid Introduction of a nitroso function at the N (10)‐position of folic acid activates the C(9)‐hydrogen atoms in such a way, that the exchange of H with D at this position, in NaOD‐solution, is extremely facilitated. This fact is utilized in the synthesis of 9,9‐dideuterio‐folic acid (IV), 7,9,9‐trideuterio‐folic acid (VII) and 7‐deuterio‐folic acid (IX). These three products are necessary for the 1 H‐NMR.‐spectroscopical determination of the conformation of 5,6,7,8‐tetrahydrofolic acid and its derivatives.