112233-75-7

Usage

Uses

Used in Medicinal Chemistry:
Guanosine, N-acetyl-, 2',3',5'-triacetate 6-(diphenylcarbamate) is used as a modified nucleoside for the development of novel therapeutic agents. Its unique structure and potential biological activities make it a promising candidate for the design of new drugs targeting various diseases and conditions.
Used in Biotechnology:
In the biotechnology industry, Guanosine, N-acetyl-, 2',3',5'-triacetate 6-(diphenylcarbamate) is used as a building block for the synthesis of modified nucleic acids and other bioactive molecules. Its incorporation into these molecules can enhance their stability, specificity, and biological activity, leading to improved performance in various biotechnological applications.
Used in Biochemical Research:
Guanosine, N-acetyl-, 2',3',5'-triacetate 6-(diphenylcarbamate) is used as a research tool in biochemical studies to investigate the role of guanosine and its derivatives in cellular processes. Its unique structure allows researchers to explore the effects of modifications on the molecule's properties and functions, providing valuable insights into the mechanisms of action and potential applications in various biological systems.

Upstream product

• 112233-74-6 N₂-acetyl-O₆-(diphenylcarbamoyl)guanine 
• 13035-61-5 1,2,3,5-tetraacetylribose 
• 30747-23-0 Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 
• 83-01-2 diphenylcarbamic chloride 
• 185610-61-1 Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-diphenylcarbamoyloxy-purin-7-yl)-tetrahydro-furan-3-yl ester 
• 118-00-3 G 
• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 3056-33-5 2,9-diacetylguanine 

Downstream Products

• 118-00-3 G 
• 30747-23-0 Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 
• 1092359-47-1 2-[acetyl(2-bromobenzyl)amino]-6-(diphenylcarbamoyloxy)-9-(β-D-tri-O-acetylribofuranosyl)-9H-purine 

Relevant academic research and scientific papers

The determinative influence of the O6-(diphenylcarbamoyl) group on the exocyclic nitrogen benzylation in 2-amino-6-oxopurine derivatives

A series of novel 2-(benzylamino)-6-oxopurine derivatives has been synthesized by arylalkylation of the corresponding 2-(acetylamino)-6- (diphenylcarbamoyloxy)purines. The decisive role of the temporary O 6-(diphenylcarbamoyl) protection on the benzylation of the exocyclic amino group in 2-(acetylamino)-6-oxopurines has been demonstrated. Georg Thieme Verlag Stuttgart.

Nucleic acid related compounds. 93. A solution for the historic problem of regioselective sugar-base coupling to produce 9-glycosylguanines or 7-glycosylguanines

Per(trimethylsilyl)-2-N-acylguanine derivatives and tetra-O-acylpentofuranoses were coupled [tin(IV) chloride or titanium(IV) chloride catalysis] to give predominant formation of 7-glycosylguanines. With TiCl4, a fortuitous organic/aqueous partitioning allowed isolation of 7-glycosylguanines from the 7/9 isomer mixtures. Per(trimethylsilyl)-2-N-acyl-6-O-(diphenylcarbamoyl)guanine derivatives and tetra-O-acylpentofuranoses underwent regioselective coupling (trimethylsilyl trifluoromethanesulfonate catalysis) to give 9-glycosylguanines. The 6-O-(diphenylcarbamoyl)peracyl-9-β-D-ribofuranosyl isomer was shown to be both the xinetic and thermodynamic coupling product. Deprotection of all of the peracyl coupling products was effected under mild conditions to give good to high yields of guanine nucleoside analogues. These methodologies provide solutions for the regioselective synthesis of 7- and 9-glycosylguanine nucleosides.