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A convenient synthesis of 2′,3′‐dideoxyinosine‐ 13 C 5 and related 2′,3′‐dideoxyadenosine‐ 13 C 5
Author(s) -
Ekhato I. Victor,
Rinehart Jay K.
Publication year - 2011
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1839
Subject(s) - chemistry , yield (engineering) , stereochemistry , metallurgy , materials science
2′,3′‐Dideoxyinosine‐ 13 C 5 (ddI‐ 13 C 5 ) and the related 2′,3′‐dideoxyadenosine‐ 13 C 5 (ddA‐ 13 C 5 ) were prepared from (S)‐5‐[ 13 C 5 ]2,3‐dideoxyribonolactone 1 . From a batch of this starting material ddI‐ 13 C 5 was made in 27% overall yield in seven steps and ddA‐ 13 C 5 in five steps and 14% overall yield. The known synthesis of ddI‐ 13 C 5 from glucose‐ 13 C 6 took 18‐steps ; therefore the present work is a substantial improvement. Copyright © 2010 John Wiley & Sons, Ltd.