142706-48-7

Basic information

• Product Name: 1-(3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl)uracil
• Synonyms: 1-(3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl)uracil
• CAS NO: 142706-48-7
• Molecular Weight: 383.262
• Mol File: 142706-48-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl)uracil(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl)uracil(142706-48-7)
• EPA Substance Registry System: 1-(3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl)uracil(142706-48-7)

Safety Data

• Hazardous Substances Data: 142706-48-7(Hazardous Substances Data)

Upstream product

• 56889-16-8 3'-O-mesyl-2',5'-di-O-trityluridine 
• 96253-10-0 1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione 
• 1666-13-3 diphenyl diselenide 
• 134100-02-0 3'-O-mesyl-2',5'-di-O-pivaloyluridine 
• 135824-30-5 1-<3-deoxy-3-(phenylseleno)-5-O-trityl-β-D-arabinofuranosyl>uracil 
• 134100-03-1 1-(3-deoxy-3-phenylseleno-2,5-di-O-pivaloyl-β-D-xylofuranosyl)uracil 

Downstream Products

• 132364-17-1 1-[5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-glycero-pento-2-enofuranosyl]uracil 
• 135824-37-2 1-<2-O-acetyl-5-O-(tert-butyldimethylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil 
• 1053735-65-1 C₃₃H₃₆N₂O₇SeSi 
• 142468-70-0 5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine 
• 142560-94-9 5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine 
• 142468-71-1 5'-O-(tert-butyldiphenylsilyl)-4'-C-(1-oxocyclopent-2-yl)-2',3'-didehydro-2',3'-dideoxyuridine 
• 142468-71-1 5'-O-(tert-butyldiphenylsilyl)-4'-C-(1-oxocyclopent-2-yl)-2',3'-didehydro-2',3'-dideoxyuridine 
• 142468-69-7 4'-C-acetonyl-5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine 

Relevant articles and documents

Allylic substitution of 3′,4′-unsaturated nucleosides: Organosilicon-based stereoselective access to 4′-C-branched 2′,3′-didehydro-2′,3′-dideoxyribonucleosides

Reactions of organosilicon reagents (such as allyltrimethylsilane, silyl enol ethers, cyanotrimethylsilane) with 3′,4′-unsaturated nucleosides (of uracil, N4-acetylcytosine, and hypoxanthine) having an allyl ester structure were investigated in

Selenoxide Elimination for the Synthesis of Unsaturated-Sugar Uracil Nucleosides

Introduction of a phenylseleno group to the sugar portion of uracil nucleosides and selenoxide elimination reactions of the resulting selenium-containing derivatives are described.A phenylselenide anion prepared by reducing (PhSe)2 with LiAlH4 was found to be highly reactive.By using this selenide as a nucleophile, ring openings of various types of cyclonucleosides and nucleosides having an anhydro structure in the sugar portion were accomplished.The products, which contain a phenylseleno group in the sugar portion, were oxidized with m-CPBA in CH2Cl2, and their susceptibility to the selenoxide elimination and regiochemistry of the reaction was investigated.