6038-53-5

Basic information

• Product Name: 1-[2-deoxy-3-O-(methylsulfonyl)-5-O-tritylpentofuranosyl]pyrimidine-2,4(1H,3H)-dione
• CAS NO: 6038-53-5
• Molecular Formula: C₂₉H₂₈N₂O₇S
• Molecular Weight: 548.6068
• Mol File: 6038-53-5.mol
• Article Data: 2

Chemical Properties

• Density: 1.4g/cm³
• Refractive Index: 1.662
• CAS DataBase Reference: 1-[2-deoxy-3-O-(methylsulfonyl)-5-O-tritylpentofuranosyl]pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-deoxy-3-O-(methylsulfonyl)-5-O-tritylpentofuranosyl]pyrimidine-2,4(1H,3H)-dione(6038-53-5)
• EPA Substance Registry System: 1-[2-deoxy-3-O-(methylsulfonyl)-5-O-tritylpentofuranosyl]pyrimidine-2,4(1H,3H)-dione(6038-53-5)

Safety Data

• Hazardous Substances Data: 6038-53-5(Hazardous Substances Data)

Usage

Chemical structure

A pyrimidine base linked to a deoxyribose sugar and a methylsulfonyl group, with a trityl protecting group attached to the sugar.

Type of compound

Nucleoside analog intermediate.

Application

Used in the development of antiviral and anticancer drugs.

Structural features

Valuable building block for the modification of nucleosides.

Importance

Leads to potentially important pharmaceutical agents with improved properties.

Field of use

Medicinal and pharmaceutical chemistry.

Functional groups

Pyrimidine base, deoxyribose sugar, methylsulfonyl group, and trityl protecting group.

Stereochemistry

1H and 3H indicate the presence of hydrogen atoms in specific positions.

Solubility

Not mentioned in the material provided.

Stability

Not mentioned in the material provided.

Upstream product

• 76-83-5 trityl chloride 
• 41546-05-8 1-(α-D-threo-pentofuranosyl)-1H-pyrimidine-2,4-dione 
• 5983-03-9 3'-O-(methylsulfonyl)-5'-O-trityl-2'-deoxyuridine 
• 14270-73-6 O^5'-trityl-2'-deoxy-uridine 
• 124-63-0 methanesulfonyl chloride 
• 84472-83-3 1-[2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl]uracil 

Downstream Products

• 84472-86-6 3'-amino-2',3'-dideoxyuridine 
• 84472-90-2 3'-amino-2',3'-dideoxycytidine 
• 84472-89-9 3'-azido-2',3'-dideoxycytidine 
• 84472-87-7 3'-azido-2',3'-dideoxy-5'-O-acetyluridine 
• 84472-84-4 1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)uracil 
• 5964-40-9 2,3'-anhydro-1-(2,3-dideoxy-5-O-trityl-β-D-threo-pentofuranosyl)uracil 

Relevant articles and documents

Process for the deoxygenation of nucleosides

An efficient process for the deoxygenation of 2'- and or 3'-hydroxyl groups of a nucleoside that includes reacting the hydroxyl group with 3-halopropionitrile or 2-nitroethylhalide and carbon disulfide in base to form a 2'- or 3'-(cyanoethylthio or nitroethylthio)thiocarbonyl, that is reductively eliminated and replaced with hydrogen. The deoxygenation process can be used in a wide variety of nucleoside syntheses that require the elimination of the 2'- or 3'-hydroxyl groups, including the preparation of 3'-substituted-2',3'-dideoxynucleosides such as 3'-azido-3'-deoxythymidine and 3'-azido-2',3'-dideoxyuridine.