N1-Methylpseudouridine CEP synthesis
- Product Name:N1-Methylpseudouridine CEP
- CAS Number:875302-45-7
- Molecular formula:C46H63N4O9PSi
- Molecular Weight:875.09
Yield:875302-45-7 86%
Reaction Conditions:
with 2-(Dimethylamino)pyridine;N-ethyl-N,N-diisopropylamine in dichloromethane at 20; for 4 - 6 h;Inert atmosphere;
Steps:
11.D
Preparation of5'-O-(4,4 ' -Dimethoxitrityl)-2 '-O-(tert-butyldimethylsilyl)- 1 -methylpseudouridine-3 ' -O-caynoethyl-TSi J,N-diisopropylphosphoramidate. 2-Cyanoethyl- N,N-diisopropylchlorophosphoramidite (450 mg,1.92 mmol) was added to a solution of 5'-O- (4,4'-dimethoxitrityl)-2'-O-(fer?-butyldimethylsilyl)-l-N-methylpseudouridine (680 mg, 0.96 mmol), diisopropylethylamine (910 μL, 5.28 mmol), and DMAP (34 mg) in dry dichloromethane (6-1OmL) and stirred at room temperature for 4-6 h under an argon atmosphere. The reaction mixture was concentrated to a crude residue which was applied to a column of silica gel which was saturated with 2% triethylamine in hexanes, and eluted with hexanes-ethyl acetate (2:1) to give a pure title compound (750 mg, 86%) as an amorphous solid.[0445] 31P-NMR (CDCl3, 400 MHz): δ 147.90 (s), 145.58 (s).
References:
WO2009/120878,2009,A2 Location in patent:Page/Page column 123; 192
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