511546-03-5

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 511545-95-2 1-(2'-deoxy-3'-deutero-β-D-ribofuranosyl)uracil 
• 23669-79-6 DMT-dU 
• 511545-96-3 5'-O-(4,4'-dimethoxytrityl)-3'-keto-2'-deoxyuridine 
• 951-78-0 2'-deoxyuridine 

Downstream Products

• 511545-99-6 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-3'-deuterouridine 

Relevant academic research and scientific papers

Stereospecific syntheses of 3'-deuterated pyrimidine nucleosides and their site-specific incorporation into DNA.

[reaction: see text] 2'-Deoxy-3'-deutero pyrimidines have been synthesized in high yields and incorporated into deoxyoligonucleotides using standard phosphoramidite chemistry. A key synthetic step is a stereospecific reduction of 3'-keto nucleosides using sodium triacetoxyborodeuteride to give 3'-deuterated thymidine and 2'-deoxy uridine nucleosides. Conversion of the corresponding phorphoramidites 7a and 7b to 4-triazolo derivatives has, for the first time, enabled incorporation of 2'-deoxy-3'-deutero cytidine and 2'-deoxy-3'-deutero-5-methyl cytidine into oligonucleotides.