75715-13-8

Upstream product

• 90865-75-1 (R_P)-5'-O-DMT-thymidylyl-(3',5')-3'-O-acetylthymidine 3'-methanephosphonate 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 108311-31-5 Methyl-phosphonic acid mono-[(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; compound with triethyl-amine 
• 108311-33-7 Carbonic acid (2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 114079-04-8 5'-dimethoxytritylthymidine-3'-diisopropylaminomethylphosphonoamidite 
• 252931-78-5 5'-O-DMT thymidylyl 3'-O-acetylthymidine (3',5')-methanephosphonothioate 
• 215862-11-6 C₄₂H₄₅N₂O₉PS 
• 215862-09-2 C₄₂H₄₅N₂O₉PS 
• 185685-72-7 (S_P)-5'-O-dimethoxytritylthymidine 3'-O-methanephosphonoanilidate 
• 21090-30-2 3'-O-acetylthymidine 
• 676-83-5 methyldichlorophosphane 
• 83467-48-5 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 191786-68-2 (R)-Methyl-phosphonic acid (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 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester 
• 108311-25-7 C₅₃H₆₅N₄O₁₅P 

Relevant academic research and scientific papers

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.

Methylphosphonate modified hairpin loops

We synthesized and analyzed DNA hairpin molecules with methylphosphonate linkages of defined stereochemistry in the loop region. Dinucleotide building blocks ApA and TpT (p indicating methylphosphonate linkage with either Rp or Sp configuration) were synt

Diastereoselective synthesis of 2'-deoxy and 2'-O-methyl dinucleoside (3',5')-methylphosphonates via alkoxymagnesium chloride-mediated nucleoside coupling

A diastereoselective dinucleoside methylphosphonate synthetic method that features coupling of diastereomerically pure 1,1,1,3,3,3-hexafluoro-2- propyl nucleoside-3'-O-methylphosphonate monomers with 3'-O-protected nucleoside monomers mediated by alkoxymagnesium chloride reagents is described. This synthetic method was found to be diastereospecific in the synthesis of selected 2'-deoxy dinucleoside methyphosphonates and diastereoselective in the synthesis of all sixteen 2'-O-methyl dinucleoside methylphosphonates.

SEPARATION OF DIASTEREOMERS OF METHYLPHOSPHONATE DINUCLEOTIDES

A chiral derivatizing agent, 1-menthyl chloroformate, has been used as a 3'-OH blocking group to facilitate the resolution of diastereomers of methylphosphonate dinucleotides by silica gel column chromatography.