116019-29-5Relevant articles and documents
Studies in Nucleosides: Part XVI - Synthesis of Azathioprine Analogues
Mishra, Anil,Pratap, Ram,Bhakuni, D. S.
, p. 847 - 850 (2007/10/02)
6--9-(1'-tetrahydrofuranyl)purine (4) , 6--9-(1'-tetrahydropyranyl)purine (5), 9-hydroxyethoxymethyl-6-purine (6), 6--9-(β-D-ribofuranosyl)purine (12), 9-(α-D-arabinofuranosyl)-6-purine (16) and 9-(β-D-2'-deoxyribofuranosyl)-6-purine (11) have been synthesised.Condensation of 1 with dihydrofuran and dihydropyran gives 4 and 5 respectively in excellent yields.The reaction of 1 separately with benzoyloxyethoxymethylene chloride (2), 1-O-acetylribose derivative (7) and 1-chloro-2-deoxyribose derivative (9) and of the chloromercuric complex (13) with 1-bromoarabinose derivative (14) gives the blocked nucleosides (3, 8, 10 and 15) respectively.Deblocking of the nucleosides with methanolic ammonia finally affords 6, 12, 11 and 16 respectively.