10300-27-3

Basic information

• Product Name: 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one
• Synonyms: 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one;3'-OMe-G;Guanosine, 3'-O-methyl-
• CAS NO: 10300-27-3
• Molecular Formula: C₁₁H₁₅N₅O₅
• Molecular Weight: 297.2673
• Product Categories: 10300-27-3
• Mol File: 10300-27-3.mol

Chemical Properties

• Melting Point: 263-300 °C (decomp)
• Boiling Point: 711.7°Cat760mmHg
• Flash Point: 384.2°C
• Appearance: /
• Density: 1.98g/cm³
• PKA: 9?+-.0.20(Predicted)
• CAS DataBase Reference: 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one(10300-27-3)
• EPA Substance Registry System: 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one(10300-27-3)

Safety Data

• Hazardous Substances Data: 10300-27-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one is used as a potential therapeutic agent for various diseases due to its unique chemical structure and properties. The compound may be further investigated for its potential in targeting specific biological pathways or as a building block for the development of new drugs.
Used in Research and Development:
In the field of research and development, 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one can be used as a starting material or a reference compound for the synthesis of novel molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Chemical Synthesis:
2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one can be utilized as an intermediate or a building block in the synthesis of more complex molecules, such as nucleoside analogs, which have applications in antiviral, anticancer, and immunosuppressive therapies. Its unique structure may also be exploited to develop new chemical reactions or synthetic methods.

Upstream product

• 17287-03-5 trimethylsulphonium hydroxide 
• 118-00-3 G 
• 125132-18-5 9-[(2R,3R,4S,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(4-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-furan-2-yl]-2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-1,9-dihydro-purin-6-one 

Relevant articles and documents

Synthesis of 9-(3-Deoxy-3-fluoro-&β-D-ribofuranosyl)guanine, a New Potent Antiviral Agent

The title compound (5) was prepared by reacting a corresponding nucleoside of xylo configuration with (diethylamino)sulphur trifluoride (DAST).

Methylation study of ribonucleosides, deoxyribonucleosides, and 2′-O-methylribonucleosides with trimethylsulphonium hydroxide and trimethylsulphonium iodide. Influence of the 2′-hydroxy-groups on the reactivity of the base moieties of ribonucleosides

Methylations of the naturally occuring ribonucleoside (1), deoxyribonucleoside (2), and 2′-O-methylribonucleoside (3) were carried out using trimethylsulphonium hydroxide (Me3SOH) and trimethylsulphonium iodide (Me3Sl). The base moiety of (2) and (3) are more reactive than the corresponding base moiety of (1). The sites and extent of methylation of (2) are considerably different from those of (1), but are almost identical with those of (3). The reactivities of (1)-(3) are discussed in connection to an intramolecular interaction of the 2′-OH groups with the base moiety of (1). The methylating characteristics of Me 3SOH and Me3Sl are also described. The kinetics indicate an SN2 mechanism for methylation of nucleosides by Me 3S+ ions.

Methylation of Nucleosides with Trimethylsulfonium Hydroxide. Effects of Transition Metal Ions

The effect of transition metal acetylacetonates on the methylation of ribo- and deoxyribonucleosides with trimethylsulfonium hydroxide was studied.With ribonucleosides the metal complexes promoted O'-methylation at the 2' and 3' positions of the ribosyl group.A comparable effect was not observed in methylation of deoxyribonucleosides.These results are attributed to an increase in the nucleophilicity of the 2'-OH and 3'-OH groups of the ribosides through complex formation with the metal ion; such a complex cannot form with the deoxyribose derivatives.The activity of the metal ions studied for promoting this O'-methylation increased in the order Mn2+ 2+ = Zn2+ 2+ 2+ 3+.These M(AA)n also suppressed N-methylation of the purine and pyrimidine rings of adenosine and cytidine.It is suggested that this result may be caused by coordination of the metal ions with ring nitrogens.