76490-92-1Relevant academic research and scientific papers
Syntheses of 9-β-D-Ribofuranosylpurine (Nebularine) and Its Analogues
Gupta, P. K.,Bhakuni, D. S.
, p. 534 - 537 (2007/10/02)
9-β-D-Ribofuranosylpurine (nebularine) (9) has been synthesized by two methods. (i) 2,6-Dichloro-2',3',5'-tri-O-benzoyl-9-β-D-ribofuranosylpurine (7) on dehalogenation followed by debenzoylation using methanolic ammonia affords nebularine (9). (ii) 6-Chloro-2',3',5'-tri-O-acetyl-9-β-D-ribofuranosylpurine (18) on dehalogenation followed by deacetylation yields 9.Nebularine analogues , 9-β-D-xylofuranosylpurine (12) and 9-α-L-rhamnopyranosylpurine (15) have also been synthesized from 2,6-dichloro-2',3',5'-tri-O-acetyl-9-β-D-xylofuranosylpurine (10) and 2,6-dichloro-2',3',4'-tri-O-benzoyl-9-α-L-rhamnopyranosylpurine (13).Dehalogenation of 10 and 13 followed by deacetylation and debenzoylation with methanolic ammonia affords 12 and 15 respectively.
Synthesis of 2-Methoxy-9-α-L-rhamnopyranosyladenine
Saxena, N. K.,Gupta, P. K.,Bhakuni, D. S.
, p. 332 - 334 (2007/10/02)
2-Methoxy-9-α-L-rhamnopyranosyladenine (8) has been synthesized by two methods: (i) 2,6-dichloro-2,3',4'-tri-O-benzoyl-9-α-L-rhamnopyranosylpurine (5) on amination followed by debenzoylation using methanolic ammonia gives 6-amino-2-chloro-9-α-L-rhamnopyranosylpurine (6) which on treatment with sodium methoxide in methanol under reflux yields 8 (20 percent). (ii) 5 is refluxed with sodium methoxide in methanol to give 2,6-dimethoxy-9-α-L-rhamnopyranosylpurine (7) which on amination with methanolic ammonia yields 8 (18.6 percent).
