135824-27-0

Basic information

• Product Name: 5'-O-(tert-butyldimethylsilyl)-3'-deoxy-3'-(phenylseleno)thymidine
• CAS NO: 135824-27-0
• Molecular Weight: 495.553
• Mol File: 135824-27-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5'-O-(tert-butyldimethylsilyl)-3'-deoxy-3'-(phenylseleno)thymidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-(tert-butyldimethylsilyl)-3'-deoxy-3'-(phenylseleno)thymidine(135824-27-0)
• EPA Substance Registry System: 5'-O-(tert-butyldimethylsilyl)-3'-deoxy-3'-(phenylseleno)thymidine(135824-27-0)

Safety Data

• Hazardous Substances Data: 135824-27-0(Hazardous Substances Data)

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 15981-92-7 2,3'-anhydrothymidine 
• 1666-13-3 diphenyl diselenide 
• 117383-85-4 5'-O-(t-butyldimethylsilyl)-2,3'-anhydro-1-(2'-deoxy-β-D-threo-pentofuranosyl)thymine 

Relevant articles and documents

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.