1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE Chemical Properties

storage temp. 

2-8°C

form 

powder

optical activity

[α]/D +11.0±2.0°, c = 1 in chloroform

BRN 

7317070

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36/37

WGK Germany 

3

1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE Usage And Synthesis

Uses

1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(4-methyl)benzoyl-D-ribofuranose is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1]. 1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(4-methyl)benzoyl-D-ribofuranose is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

reaction suitability

reaction type: click chemistry

References

[1] Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88. DOI:10.2174/138161212801227005

1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE(120143-22-8)Related Product Information

• 5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose
• 1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE