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Synthesis of biopterin from neopterin? The formation of pyrrolo[1,2‐ f ]pteridins upon side‐chain activation of neopterin
Author(s) -
Kaiser Ado,
Wessel Hans Peter
Publication year - 1987
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.19870700325
Subject(s) - chemistry , neopterin , side chain , oxonium ion , yield (engineering) , biopterin , stereochemistry , ion , medicinal chemistry , organic chemistry , medicine , nitric oxide , materials science , nitric oxide synthase , metallurgy , tetrahydrobiopterin , polymer
The formation of derivatives of L‐neopterin ( 2 ) is investigated with respect to a possible transformation into L‐biopterin ( 1 ). High‐yield syntheses of isopropylidene and benzylidene derivatives 5 and 7 , respectively, are described. Activation of the primary C‐atom in the side chain of neopterin leads to formation of pyrrolo[1,2‐ f ]‐pteridins via oxonium‐ion intermediates.