272116-45-7

Basic information

• Product Name: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• Synonyms: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• CAS NO: 272116-45-7
• Molecular Weight: 434.47
• Mol File: 272116-45-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester(272116-45-7)
• EPA Substance Registry System: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester(272116-45-7)

Safety Data

• Hazardous Substances Data: 272116-45-7(Hazardous Substances Data)

Upstream product

• 951-78-0 2'-deoxyuridine 
• 108-98-5 thiophenol 
• 75106-39-7 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(5-acetoxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 5116-24-5 2'-deoxy-5-(hydroxymethyl)uridine 

Downstream Products

• 622402-63-5 Acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 111476-41-6 Acetic acid (2R,3S,5R)-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-2-methanesulfonyloxymethyl-tetrahydro-furan-3-yl ester 
• 111476-36-9 3'-O-acetyl-2',5'-dideoxy-5'-iodo-5-phenylthiomethyluridine 
• 111476-35-8 3'-O-acetyl-5-(phenylthiomethyl)-2'-deoxyuridine 
• 272116-46-8 5-(phenylthiomethyl)-2'-deoxyuridine 
• 272116-47-9 Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester 
• 70465-55-3 5-(aminomethyl)-2'-deoxyuridine 
• 272116-56-0 5'-O-(4,4'-dimethoxytrityl)-5-(phenylthiomethyl)-2'-deoxyuridine 

Relevant articles and documents

Synthesis and UV photolysis of oligodeoxynucleotides that contain 5-(phenylthiomethyl)-2'-deoxyuridine: a specific photolabile precursor of 5-(2'-deoxyuridilyl)methyl radical.

[formula: see text] The title exocyclic radical (2) is generated via photochemical cleavage of 5-(phenylthiomethyl)-2'-deoxyuridine (8). The latter thionucleoside (8) was successfully incorporated into DNA oligomers by automated DNA synthesis using phosphoramidite chemistry. UV exposure of 8 containing oligonucleotides under (an)aerobic conditions gives rise to specific base lesions. The photoproducts have been isolated and further characterized on the basis of detailed NMR and mass spectrometric analyses.