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Synthesis of 8‐demethyl‐8‐hydroxy‐5‐deazariboflavins
Author(s) -
Ashton Wallace T.,
Brown Ronald D.
Publication year - 1980
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570170813
Subject(s) - chemistry , moiety , triethyl orthoformate , methanobacterium , stereochemistry , medicinal chemistry , organic chemistry , catalysis , biochemistry , archaea , gene
1‐Deoxy 1‐(3,4‐dihydro‐8‐hydroxy‐2,4‐dioxopyrimido[4,5‐ b ]quinolin‐10‐(2 H )‐yl)‐D‐ribitol (7,8‐didemethyl‐8‐hydroxy‐5‐deazariboflavin), the flavin moiety of Methanobacterium coenzyme F 420 , and its 7‐methyl analog were prepared by acid‐catalyzed reaction of appropriately substituted 6‐( N ‐D‐ribitylanilino)uracils with trimethyl or triethyl orthoformate followed by deprotection.