188559-43-5

Basic information

• Product Name: 5'-O-trityl-O²,3'-cycloanhydro-N³-thymidine
• Synonyms: 5'-O-trityl-O²,3'-cycloanhydro-N³-thymidine
• CAS NO: 188559-43-5
• Molecular Weight: 466.536
• Mol File: 188559-43-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5'-O-trityl-O²,3'-cycloanhydro-N³-thymidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-trityl-O²,3'-cycloanhydro-N³-thymidine(188559-43-5)
• EPA Substance Registry System: 5'-O-trityl-O²,3'-cycloanhydro-N³-thymidine(188559-43-5)

Safety Data

• Hazardous Substances Data: 188559-43-5(Hazardous Substances Data)

Upstream product

• 188559-09-3 (2R,3R)-5,5-Bis-benzyloxy-1-trityloxy-pentane-2,3-diol 
• 188559-30-0 4-Allyloxy-2-((2R,3R)-5-benzyloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy)-5-methyl-pyrimidine 
• 188559-06-0 C₃₈H₃₆O₃ 
• 188559-21-9 4-Allyloxy-2-chloro-5-methyl-pyrimidine 
• 65-71-4 thymin 
• 134485-39-5 (E)-5,5-Bis-benzyloxy-pent-2-enoic acid ethyl ester 
• 134485-31-7 5,5-Dibenzyloxy-2E-penten-1-ol 
• 1780-31-0 2,6-dichloro-5-methylpyrimidine 
• 7791-71-1 5'-O-tritylthymidine 
• 25442-42-6 5'-O-trityl-2,3'-anhydrothymidine 
• 188559-35-5 2-((2R,3R)-5-Benzyloxy-2-trityloxymethyl-tetrahydro-furan-3-yloxy)-5-methyl-3H-pyrimidin-4-one 

Relevant articles and documents

Nucleophilic N1→N3 rearrangement of 5′-O-trityl-O2,3′-cycloanhydrothymidine

5′-O-Trityl-O2,3′-cycloanhydrothymidine (1) heated at 150°C in the presence of O,O-diethyl phosphate or O,O-diethyl phosphorothioate anions undergoes rearrangement into N3-isomer (2); its structure was established by both advanced NMR methods and X-ray crystallographic studies. The most probable mechanism of 1 → 2 rearrangement relies upon reversibility of glycosidic bond cleavage process.