215862-12-7

Upstream product

• 67-56-1 methanol 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 676-98-2 methylphosphonothioic dichloride 
• 959156-15-1 (R_P)-5'-O-DMT-thymidine-3'-O-((4,6-dimethoxy-1,3,5-triazin-2-yl)methylphosphonothioate) 
• 185685-72-7 (S_P)-5'-O-dimethoxytritylthymidine 3'-O-methanephosphonoanilidate 
• 215862-11-6 C₄₂H₄₅N₂O₉PS 

Downstream Products

• 129395-81-9 (S)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-methyl ester 
• 115393-53-8 (R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester 

Relevant academic research and scientific papers

Chemoselective activation of nucleoside 3′-O-methylphosphonothioates with 1,3,5-triazinyl morpholinium salts

(Chemical Equation Presented) Chemoselective and stereospecific O-activation of 2′-deoxy-nucleoside 3′-O-methylphosphonothioates 5 with N-methyl-N-4,6-dimethoxy-1,3,5-triazin-2-yl morpholinium salts results in formation with retention of configuration of 5′-O-DMT-2′- deoxynucleoside 3′-O-(4,6 dimethoxy-1,3,5-triazin-2-yl methylphosphonothioates (7). Active esters 7 are convenient intermediates for hydrolytic interconversion of Rp-5 into Sp-5 and can be used as monomers for stereoselective synthesis of dinucleoside (3′,5′)-methyl phosphonothioates.

Mixed phosphorus-carboxylic anhydrides as synthons for stereoselective synthesis of [RP]-dinucleoside(3',5')-methanephosphonates

The use of 5'-O-DMT-nucleoside 3'-O-(O-2,4,6-trimethylbenzoyl methane-phosphonothioate)s (mixed anhydrides) (3) as intermediates for the preparation of [Rp]-dinucleoside (3',5')-methanephosphonothioates (7) and -methanephosphonates (8) is discussed.