Volume 22, Issue 15
Natural Products
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ChemInform Abstract: Synthesis of New Carbocyclic Analogues of 3′-Azido- and 3′-Amino-2′,3′- dideoxynucleosides.

L. J. J. HRONOWSKI

L. J. J. HRONOWSKI

Dep. Chem., Queen′s Univ., Kingston, Ontario K7L 3N6, Can.

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W. A. SZAREK

W. A. SZAREK

Dep. Chem., Queen′s Univ., Kingston, Ontario K7L 3N6, Can.

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First published: April 16, 1991

Abstract

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ChemInform Abstract

The cyclopentylpyrimidinedione (I) is converted into the iodo and bromovinyl derivatives (IIa) and (IIb) as outlined in the reaction scheme. Consecutive protection of (II), substitution reaction with sodium azide (IX), and detritylation yield the azides (XI) which are reduced, forming the 3′-amino-2′,3′-dideoxynucleosides (XII).

chemical structure image

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