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Über Pterinchemie. 45. Mitteilung. Eine neue und eindeutige Synthese isomerenfreier Pteroyl‐λ‐L‐glutamyl‐L‐glutaminsäure
Author(s) -
Khalifa Esam,
Bieri Jost H.,
Viscontini Max
Publication year - 1973
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.19730560830
Subject(s) - chemistry , hydrolysis , yield (engineering) , glutamic acid , stereochemistry , medicinal chemistry , organic chemistry , amino acid , biochemistry , materials science , metallurgy
A new and unequivocal synthesis of pteroyl‐λ‐L‐glutamyl‐L‐glutamic acid free of isomers is described. A melt of N(2′)‐acetyl‐6‐formylpterine and trimethyl‐N‐( p ‐amino‐benzoyl)‐λ‐L‐glutamyl‐L‐glutamate was quantitatively converted to 6‐azomethin‐pterine‐trimethylester XI. NaBH 4 ‐reduction followed by basic hydrolysis of acetyl and methyl ester groups gives pure pteroyl‐λ‐glutamyl‐glutamic acid in good yield.