Novel 1,2-disubstituted carbocyclic nucleoside analogues of purine with a cyclopentene ring
A total and versatile synthesis of a new series of carbocyclic nucleoside analogues which are derivatives of purine with a 1,2-disubstituted cyclopentene ring (I) is described. The 6-chloropurine derivatives 3 and 9 were prepared by construction of the heterocyclic base about the primary amino group of the (±)-cis-2-amino-3-cyclopentenylmethanol (1), which was synthesized in good yield from cyclopentadiene in four steps. The substitution of a chlorine atom in the compounds 3 and 9 by an amino group (compounds 4 and 10) and by a hydroxyl group (compounds 5 and 11) was carried out with NH4OH or with NaOH, respectively.
Besada,Gonzalez-Moa,Teran,Santana,Uriarte
p. 2445 - 2449
(2007/10/03)
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