74466-66-3

Basic information

• Product Name: 1,3'-Dimethylguanosine
• CAS NO: 74466-66-3
• Molecular Weight: 311.297
• Mol File: 74466-66-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 685.6±65.0 °C(Predicted)
• Density: 1.81±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,3'-Dimethylguanosine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3'-Dimethylguanosine(74466-66-3)
• EPA Substance Registry System: 1,3'-Dimethylguanosine(74466-66-3)

Safety Data

• Hazardous Substances Data: 74466-66-3(Hazardous Substances Data)

Usage

Uses

1,2’-O-Dimethylguanosine is a dimethyl analogue of Guanosine (G837895), a purine nucleoside and a novel influenza neuraminidase inhibitor.

Upstream product

• 1899-02-1 trimethylphenylammonium hydroxide 
• 118-00-3 G 
• 17287-03-5 trimethylsulphonium hydroxide 

Relevant articles and documents

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.

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.