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
• Article Data: 3

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

Definition

ChEBI: Guanosine with the hydrogen on the hydroxyl at position C-3' substituted with a methyl group.

Upstream product

• 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 
• 17287-03-5 trimethylsulphonium hydroxide 
• 118-00-3 G 

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.