719288-83-2

Upstream product

• 118-00-3 G 
• 87865-78-9 3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-N₂-isobutyrylguanosine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 64350-24-9 N²-isobutyryl-2'-deoxyguanosine 
• 719288-76-3 Methanesulfonic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 
• 719288-78-5 Methanesulfonic acid (2R,3R,4R,5R)-2-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-3-yl ester 
• 719288-73-0 N²-isobutyryl-2'-O-methanesulfonyl-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanyl)guanosine 
• 719288-79-6 2-Amino-9-{(2R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1,9-dihydro-purin-6-one 
• 719288-74-1 N²-isobutyryl-2'-O-methanesulfonylguanosine 
• 719288-82-1 Methanesulfonic acid (2R,3R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[2-(dimethylamino-methyleneamino)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

Improved and Reliable Synthesis of 3′-Azido-2′,3′ -dideoxyguanosine Derivatives

An improved synthesis of N2-protected-3′-azido-2′ ,3′-dideoxyguinosine 20 and 23 is described. Deoxygenation of 2′-O-alkyl (and/or aryl) sulfonyl-5′-dimethoxytritylguanosine coupled with [1,2]-hydride shift rearrangement gave protected 9-(2-deoxythreo-pentofuranosyl)guanines (10, 12 and 16). This rearrangement was accomplished in high yield with a high degree of stereoselectivity using lithium triisobutylborohydride (L-Selectride R). Compounds 10, 12 and 16 were transformed into 3′-O-mesylates (18 and 21), which can be used for 3′-substitution. The 3′-azido nucleosides were obtained by treatment of 18 and 21 with lithium azide. This procedure is reproducible with a good overall yield.