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Synthetic studies of potential antimetabolites. XIII. Synthesis of 7‐amino‐3‐β‐d‐ribofuranosyl‐3 H ‐imidazo[4,5‐ b ] pyridine (1‐deazaadenosine) and related nucleosides
Author(s) -
Itoh Tokuo,
Kitano Shigeru,
Mizuno Yoshihisa
Publication year - 1972
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.5570090301
Subject(s) - chemistry , pyridine , yield (engineering) , stereochemistry , derivative (finance) , medicinal chemistry , materials science , economics , financial economics , metallurgy
7‐Amino‐3‐β‐D‐ribofuranosyl‐3 H ‐imidazo[4,5‐ b ]pyridine (III, 1‐deazaadenosine) was synthesized in 32% yield from the diacetyl derivative prepared from 7‐aminoimidazo[4,5‐ b ]pyridine (1‐deazaadenine) and 1,2,3,5‐tetra‐ O ‐acetyl‐β‐D‐ribose by the fusion method. A synthesis of 7‐amino‐4‐b̊‐D‐ribofuranosyl‐4 H ‐imidazo[4,5‐ b ]pyridine (IV) was also achieved.