6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

Base Information

Chemical Name:6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione
CAS No.:886578-13-8
Molecular Formula:C₃₂H₃₂N₄O₇
Molecular Weight:584.629
Hs Code.:

Synonyms:6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

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Chemical Property of 6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

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Technology Process of 6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

There total 8 articles about 6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 886578-12-7
6-[3-O-(tert-butyl(dimethyl)silyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

: 886578-13-8
6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

Guidance literature:: With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ol053125n

Reference yield:

: 137552-29-5
5-(azidomethyl)-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyuridine

: 886578-13-8
6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 1.02 g / imidazole / dimethylformamide / 2 h / 20 °C

2: Na₂CO₃; nBu₄NBr / CH₂Cl₂; H₂O / 2 h / 20 °C

3: 1.34 g / NH₃ gas / dioxane / 6 h / 20 °C

4: ammonium formate; H₂ / Pd/C / methanol / 4 h / 20 °C

5: 852 mg / dimethylformamide / 3 h / 20 °C

6: 76 percent / nBu₄NF; H₂O / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; ammonia; water; hydrogen; ammonium formate; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol053125n

Reference yield:

: 823791-01-1
3'-O-(tert-butyl(dimethyl)silyl)-5'-O-(4,4'-dimethoxytrityl)-5-(azidomethyl)deoxyuridine

: 886578-13-8
6-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3,4-dihydropyrimido[4,5-d]pyrimidine-2,7(1H,6H)-dione

Guidance literature:: Multi-step reaction with 5 steps

1: Na₂CO₃; nBu₄NBr / CH₂Cl₂; H₂O / 2 h / 20 °C

2: 1.34 g / NH₃ gas / dioxane / 6 h / 20 °C

3: ammonium formate; H₂ / Pd/C / methanol / 4 h / 20 °C

4: 852 mg / dimethylformamide / 3 h / 20 °C

5: 76 percent / nBu₄NF; H₂O / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; tetrabutylammomium bromide; ammonia; water; hydrogen; ammonium formate; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol053125n