39947-33-6

Basic information

• Product Name: 2-amino-9-{5-O-[(4-methylphenyl)sulfonyl]pentofuranosyl}-3,9-dihydro-6H-purin-6-one
• CAS NO: 39947-33-6
• Molecular Formula: C₁₇H₁₉N₅O₇S
• Molecular Weight: 437.4271
• Mol File: 39947-33-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 828.9°C at 760 mmHg
• Flash Point: 455.1°C
• Density: 1.83g/cm³
• Vapor Pressure: 4.13E-29mmHg at 25°C
• Refractive Index: 1.788
• CAS DataBase Reference: 2-amino-9-{5-O-[(4-methylphenyl)sulfonyl]pentofuranosyl}-3,9-dihydro-6H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-9-{5-O-[(4-methylphenyl)sulfonyl]pentofuranosyl}-3,9-dihydro-6H-purin-6-one(39947-33-6)
• EPA Substance Registry System: 2-amino-9-{5-O-[(4-methylphenyl)sulfonyl]pentofuranosyl}-3,9-dihydro-6H-purin-6-one(39947-33-6)

Safety Data

• Hazardous Substances Data: 39947-33-6(Hazardous Substances Data)

Usage

Purine Structure

It has a purine structure.

Attachment Points

Pentofuranosyl group attached to the 9th carbon atom.
Sulfonyl group attached to the 5th carbon of the pentofuranosyl group.

Modification from Adenosine

It is a modified form of the purine nucleoside adenosine.

Substitution

The 9th carbon of adenosine is substituted.

Addition

A sulfonyl group is added.

Amine Group

Present at the 2nd carbon atom.

Biological Activity

Likely due to its similarity to adenosine.

Potential Uses

Research purposes.
Development of pharmaceuticals targeting purine receptors.

Upstream product

• 107201-95-6 2',3'-O-(methoxymethylidene)-5'-O-tosyl-2-N-<(dimethylamino)methylene>guanosine 
• 16628-83-4 2',3'-O-(methoxymethylene)guanosine 
• 107202-01-7 2',3'-O-(methoxymethylidene)-2-N-<(dimethylamino)methylene>guanosine 
• 118-00-3 G 

Downstream Products

• 146-91-8 guanosine-5'-diphosphate 

Relevant articles and documents

Synthesis of Nucleotide 5'-Diphosphates from 5'-O-Tosyl Nucleosides

Procedures are described for the synthesis of nucleoside 5'-diphosphates, methanediphosphonates, and difluoromethanediphosphonates.The general strategy involves protection of the nucleosides as amidine, 2',3'-methoxymethylidene, and 3'-(tert-butyldimethylsilyl) derivatives prior to tosylation with tosyl chloride and (N,N-dimethylamino)pyridine.Deprotection, followed by displacement of the tosyl moiety with the tris(tetra-n-butylammonium) pyrophosphate, methanediphosphonate, or difluoromethanediphosphonate salts gave the desired products.The ammonium salts of the nucleotides were purified by flash chromatography on cellulose or medium pressure ion-exchange chromatography on DEAE Fractogel.Syntheses are reported for UDP (18), CDP (19), TDP (20), GDP (21), ADP (23), 2',3'-isopropylidene-ADP (22), adenosine 5'-methanediphosphonate (24), adenosine 5'-difluoromethanediphosphonate (25), and deoxyadenosine 5'-methanediphosphonate (27).In addition ATP (26) was prepared by treatment of 5'-O-tosyladenosine with tetrakis(tetra-n-butylammonium) thiophosphate.Yields for the displacement reactions ranged from 43percent to 93percent.