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

Base Information

• Chemical Name: 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
• CAS No.: 886578-12-7
• Molecular Formula: C₃₈H₄₆N₄O₇Si
• Molecular Weight: 698.891
• Mol file: 886578-12-7.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 7 articles about 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 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:

5-(azidomethyl)-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyuridine (137552-29-5) → 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 (886578-12-7)

Guidance literature:

Multi-step reaction with 5 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

With 1H-imidazole; tetrabutylammomium bromide; ammonia; hydrogen; ammonium formate; sodium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ol053125n

Reference yield:

3'-O-(tert-butyl(dimethyl)silyl)-5'-O-(4,4'-dimethoxytrityl)-5-(azidomethyl)deoxyuridine (823791-01-1) → 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 (886578-12-7)

Guidance literature:

Multi-step reaction with 4 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

With tetrabutylammomium bromide; ammonia; hydrogen; ammonium formate; sodium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ol053125n

Reference yield:

3'-O-(tert-butyl(dimethyl)silyl)-5'-O-(4,4'-dimethoxytrityl)-5-(azidomethyl)deoxycytidine (823791-02-2) → 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 (886578-12-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 852 mg / dimethylformamide / 3 h / 20 °C

With hydrogen; ammonium formate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ol053125n

upstream raw materials:

1,1'-carbonyldiimidazole

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

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

3'-O-(tert-butyl(dimethyl)silyl)-5'-O-(4,4'-dimethoxytrityl)-5-(azidomethyl)deoxycytidine

Downstream raw materials:

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