444810-97-3

Upstream product

• 1871-76-7 diphenylacetic acid chloride 
• 444811-04-5 Diphenyl-acetic acid (2R,3S,5S)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 108-24-7 acetic anhydride 
• 444810-96-2 3'-O-diphenylacetyl-β-thymidine 
• 50-89-5 thymidine 

Downstream Products

• 444811-04-5 Diphenyl-acetic acid (2R,3S,5S)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 

Relevant academic research and scientific papers

A convenient method for the conversion of β-thymidine to α-thymidine based on TMSOTf-mediated C1′-epimerization

A practically useful method for the synthesis of α-thymidine from β-thymidine was developed by trimethylsilyl triflate-mediated C1′-epimerization. When 5′-O-diphenylacetyl-3′-O-toluoylthymidine was trimethylsilylated and successively treated with TMSOTf in acetonitrile, the resulting α-thymidine derivative was crystallized and isolated without silica-gel column chromatography. Deprotection gave unprotected α-thymidine in an overall yield of 50% from β-thymidine.