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2′‐ O ,5‐dimethyluridine: A total synthesis and single crystal X‐ray diffraction study
Author(s) -
Lewis Arthur F.,
Revankar Ganapathi R.,
Hogan Michael E.
Publication year - 1993
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.5570300522
Subject(s) - chemistry , yield (engineering) , moiety , nucleoside , single crystal , x ray , diffraction , stereochemistry , crystallography , optics , materials science , physics , metallurgy
A new method for the synthesis of 2′‐ O ,5‐dimethyluridine ( 5 ) has provided the title compound in a higher yield. Application of a one‐pot ribosylation methodology resulted in an efficient, high yield synthesis of 5‐methyluridine (ribothymine, 3b ). An X‐ray diffraction analysis of 5 disclosed the conformation of the sugar moiety of this nucleoside as anti , N (3′‐endo), g + .