13091-56-0

Basic information

• Product Name: 1-(2-Deoxy-β-D-ribopyranosyl)thymine
• Synonyms: 1-(2-Deoxy-β-D-erythro-pentopyranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione;1-(2-Deoxy-β-D-erythro-pentopyranosyl)thymine;1-(2-Deoxy-β-D-ribopyranosyl)thymine
• CAS NO: 13091-56-0
• Molecular Formula: C₁₀H₁₄N₂O₅
• Molecular Weight: 242.22856
• Mol File: 13091-56-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2-Deoxy-β-D-ribopyranosyl)thymine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Deoxy-β-D-ribopyranosyl)thymine(13091-56-0)
• EPA Substance Registry System: 1-(2-Deoxy-β-D-ribopyranosyl)thymine(13091-56-0)

Safety Data

• Hazardous Substances Data: 13091-56-0(Hazardous Substances Data)

Upstream product

• 50-89-5 thymidine 
• 43179-28-8 (5S,6S)-trans-(-)-5-bromo-6-hydroxy-5,6-dihydrothymidine 
• 43179-29-9 (5R,6R)-trans-(+)-5-bromo-6-hydroxy-5,6-dihydrothymidine 
• 155976-46-8 C₂₄H₂₂N₂O₇ 

Relevant articles and documents

The Repair of Thymine and Thymidine Bromohydrins, Models of Damaged Nucleic Acids, by a Copper(II) and Ascorbic Acid System

Bromohydrins (1), (3), (4), and (5), damaged products of thymine derivatives, were repaired smoothly to regenerate the original thymine derivatives when exposed to ascorbic acid in the presence of a catalytic amount of Cu(2+) in water at room temperature.

Iodine Monochloride Facilitated Deglycosylation, Anomerization, and Isomerization of 3-Substituted Thymidine Analogues

The reaction of thymidine, 3-mono-, and 3,3′,5′-trialkylsubstitued thymidine analogues with iodine monochloride (ICl) was investigated. Treatment with ICl resulted in rapid deglycosylation, anomerization, and isomerization of thymidine and 3-substituted thymidine analogues under various reaction conditions leading to the formation of the nucleobases as the major products accompanied by minor formation of α-furanosidic-, α-pyranosidic-, and β-pyranosidic nucleosides. On the other hand, 3,3′,5′-trisubstitued thymidine analogues were only deglycosylated and anomerized. These results are similar to those observed for the acidic hydrolysis of the glycoside bond in nucleosides, but were presumably caused by the Lewis acid character of an iodine electrophile.