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Synthesis of 3′‐ C ‐Methyl‐2′‐deoxyribonucleoside with Methylmagnesium Iodide
Author(s) -
Grouiller A.,
Essadiq H.,
Pacheco H.,
Juntunen S.,
Chattopadhyaya J.
Publication year - 1985
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198500521
Subject(s) - deoxyribonucleoside , iodide , chemistry , nucleoside , stereochemistry , organic chemistry , enzyme
The synthesis of the nucleoside 1 , which contains a branched sugar, is of interest in view of the biological activities of the corresponding ribofuranosyl derivatives. The precursor, which was converted into 1 by detritylation, was formed stereoselectively as the erythro isomer on addition of methylmagnesium iodide to 2′‐ O ‐tosyl‐5′‐ O ‐trityluridine.