5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate
• CAS No.: 224186-67-8
• Molecular Formula: C₄₉H₅₄N₅O₁₅P
• Molecular Weight: 983.966
• Mol file: 224186-67-8.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate

There total 3 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate 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'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 3'-O-levulinoylthymidine (78635-98-0) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate (224186-67-8)

Guidance literature:

With 1H-tetrazole; In acetonitrile;

DOI:10.1080/07328319708006244

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) + 3'-O-levulinoylthymidine (78635-98-0) → 5′-O-(4,4′-dimethoxytrityl)thymidine-3′-O-[2-cyanoethyl]phosphonate (102987-83-7) + 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate (224186-67-8)

Guidance literature:

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]; 3'-O-levulinoylthymidine; With poly(4-vinylpyridinium-p-toluenesulfonate); In dichloromethane; at 20 ℃; for 2h;

With poly(4-vinylpyridinium-p-toluenesulfonate); water; In dichloromethane; for 0.5h; Title compound not separated from byproducts;

DOI:10.1021/ol0511777

Reference yield:

3'-O-levulinoylthymidine (78635-98-0) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) + 3-Hydroxypropionitrile (109-78-4) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate (224186-67-8)

Guidance literature:

5'-O-(4-4'-dimethoxytrityl)thymidine; With 4-methyl-morpholine; 1,2,4-Triazole; phosphorus trichloride; In tetrahydrofuran; at 0 ℃; for 1h;

3'-O-levulinoylthymidine; In tetrahydrofuran; at 0 ℃; for 1h;

3-Hydroxypropionitrile; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1080/15257770008033035

upstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]

3'-O-levulinoylthymidine

5'-O-(4-4'-dimethoxytrityl)thymidine

3-Hydroxypropionitrile

Downstream raw materials:

5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine

C₄₉H₅₄N₅O₁₅PS