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Anomalously Coupled Nucleosides, II. Reaction of 3‐[ N 6 ‐(4‐Chlorophenyl)‐2‐methyl‐9‐adenyl]‐2,3‐dideoxy‐ D ‐ threo ‐pentopyranose with Alcohols and Anilines
Author(s) -
Andersen Jesper,
Pedersen Erik B.
Publication year - 1987
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198719870812
Subject(s) - chemistry , anomer , aryl , alkyl , medicinal chemistry , stereochemistry , organic chemistry
Abstract 3‐[ N 6 ‐(4‐Chlorphenyl)‐2‐methyl‐9‐adenyl]‐2,3‐dideoxy‐ D ‐ threo ‐pentopyranose ( 1 ) has been converted into the alkyl 3‐[ N 6 ‐(4‐chlorophenyl)‐2‐methyl‐9‐adenyl]‐2,3‐dideoxy‐ D ‐ threo ‐pentopyranosides 2 and into the N ‐aryl‐3‐[ N 6 ‐(4‐chlorophenyl)‐2‐methyl‐9‐adenyl]‐2,3‐dideoxy‐ D ‐ threo ‐pentopyranosylamines 4 . The compounds 2 were isolated as mixtures of α and β anomers whereas pure α anomers 3 could be obtained after prolonged reaction times.