132336-17-5

Basic information

• Product Name: 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>uracil
• Synonyms: 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>uracil
• CAS NO: 132336-17-5
• Molecular Weight: 558.773
• Mol File: 132336-17-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>uracil(CAS DataBase Reference)
• NIST Chemistry Reference: 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>uracil(132336-17-5)
• EPA Substance Registry System: 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>uracil(132336-17-5)

Safety Data

• Hazardous Substances Data: 132336-17-5(Hazardous Substances Data)

Upstream product

• 149204-36-4 (1S)-1-<<(tert-butyldiphenylsilyl)oxy>methyl>-2,3-dihydrofuran 
• 931-59-9 benzenesulfenyl chloride 
• 10457-14-4 O,O'-bis-(trimethylsilyl)uracil 
• 132436-48-7 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose 

Relevant articles and documents

FURANOID GLYCAL AS A STARTING MATERIAL FOR NUCLEOSIDE DERIVATIVES

Furanoid glycal was utilized as starting material for the nucleoside derivatives with the aid of benzenesulfenyl chloride.Condensation reaction with silylated nucleic bases was high in the presence of SnCl4.Electrophilic addition of benzenesulfenyl chloride to the glycal with substituent also proceeded in high stereoselectivity.Phenylthio-substituted nucleoside was used to convert 2',3'-dideoxynucleoside and 2',3'-didehydro-2'3'-dideoxynucleoside.

Stereoselectivity in the Coupling Reaction between 2-Phenylthio-2,3-dideoxyribose and Silylated Pyrimidine Bases

Coupling reaction between 2-α-phenylthio-2,3-dideoxyribose and silylated pyrimidine bases in the presence of SnCl4 proceeded stereoselectively to give the β-anomers.These nucleosides were converted to 2',3'-dideoxy-2',3'-didehydronucleosides by oxidation