170236-41-6

Basic information

• Product Name: 3'-azido-5'-O-(4,4'-dimethoxytrityl)-N₂-isobutyryl-2',3'-dideoxyguanosine
• Synonyms: 3'-azido-5'-O-(4,4'-dimethoxytrityl)-N₂-isobutyryl-2',3'-dideoxyguanosine
• CAS NO: 170236-41-6
• Molecular Weight: 664.721
• Mol File: 170236-41-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3'-azido-5'-O-(4,4'-dimethoxytrityl)-N₂-isobutyryl-2',3'-dideoxyguanosine(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-azido-5'-O-(4,4'-dimethoxytrityl)-N₂-isobutyryl-2',3'-dideoxyguanosine(170236-41-6)
• EPA Substance Registry System: 3'-azido-5'-O-(4,4'-dimethoxytrityl)-N₂-isobutyryl-2',3'-dideoxyguanosine(170236-41-6)

Safety Data

• Hazardous Substances Data: 170236-41-6(Hazardous Substances Data)

Upstream product

• 719288-81-0 N²-isobutyryl-9-(3-azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)guanine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 118-00-3 G 
• 87865-78-9 3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-N₂-isobutyrylguanosine 
• 719288-80-9 N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-mesyl-2',3'-dideoxyxyloguanosine 
• 64350-24-9 N²-isobutyryl-2'-deoxyguanosine 
• 719288-75-2 5'-dimethoxytrityl-2'-tosyl-N₂-isobutyrylguanosine 
• 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 
• 132471-94-4 N²-isobutyryl-2'-O-p-toluenesulfonyl-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanyl)guanosine 
• 170236-39-2 N-[9-[(2R,4R,5R)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-hydroxytetrahydrofuran-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide 
• 719288-73-0 N²-isobutyryl-2'-O-methanesulfonyl-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanyl)guanosine 
• 132471-95-5 N²-isobutyryl-2'-O-p-toluenesulfonylguanosine 
• 719288-74-1 N²-isobutyryl-2'-O-methanesulfonylguanosine 

Downstream Products

• 170236-30-3 3'-amino-5'-O-(4,4'-dimethoxytrityl)-N₂-isobutyryl-2',3'-dideoxyguanosine 

Relevant articles and documents

COMPOUNDS FOR TREATING BACTERIAL INFECTIONS

The present invention relates to a novel class of guanine nucleotide analogs which inhibit RelA and Relseq synthetic activity and which possess anti-bacterial activity. The present invention also relates to pharmaceutical compositions that include such compounds, and to methods of use of such compounds or compositions for combating bacteria and treating bacterial infections.

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.