A convenient synthesis of 2′,3′‐dideoxyinosine‐ 13 C 5  and related 2′,3′‐dideoxyadenosine‐ 13 C 5 | Zendy

Ekhato I. Victor | Zendy; Rinehart Jay K. | Zendy

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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.

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