175544-75-9

Upstream product

• 64339-87-3 N₄,O-bis(trimethylsilyl)-N₄-benzoylcytosine 
• 26661-13-2 4-N-benzoylcytosine 
• 102717-29-3 (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one 
• 147200-09-7 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-C-methyl-D-erythro-pentonic-γ-lactone 
• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 

Downstream Products

• 792160-40-8 1-(2,3-dideoxy-2-C-methyl-α-D-erythro-pentofuranosyl)cytosine 

Relevant academic research and scientific papers

Synthesis of 2'-C-α-methyl-2',3'-dideoxynucleosides

A general method for the synthesis of 2'-C-α-methyl-2',3'-dideoxynucleosides is presented. Stereofacial selectivity of the 2-C-methylation reaction of γ-lactone has been investigated, in which the presence of a bulky group at the 5-hydroxymethyl produced the α-isomer as a major product. During glycosylation, the α-methyl group directed the formation of nucleosides in favor of the β-isomer. This methodology is applied to the synthesis of some new pyrimidine and purine nucleosides.