O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate

Base Information

• Chemical Name: O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate
• CAS No.: 118149-24-9
• Molecular Formula: C₄₃H₄₇N₄O₁₃PS
• Molecular Weight: 890.905
• Mol file: 118149-24-9.mol

Synonyms:O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate

Chemical Property of O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate

There total 6 articles about O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate 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: 45.0%

3'-O-acetylthymidine (21090-30-2) + O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> H-phiosphonodithioate (128981-12-4) → O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate (118149-24-9)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; In pyridine; for 15h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81775-0

Reference yield: 45.0%

5'-O-dimethoxytritylthymidine 3'-hydrogenphosphonodithioate (129624-17-5) + 3'-O-acetylthymidine (21090-30-2,108141-22-6) → C31H32N2O8PS(1-) + C43H47N4O13PS (118149-24-9,133812-12-1,133812-14-3)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; In pyridine; for 0.25h;

DOI:10.1016/S0040-4039(00)70634-4

Reference yield:

5‘-O-dimethoxytrityl-2’-deoxyribothymidine 3‘-O-phosphorodiamidite (104655-84-7) → O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> O-(3'-O-acetylthymidin-5'-yl) hydrogenphosphonothioate (118149-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / tetrazole / acetonitrile / 0.75 h / Ambient temperature

2: 90 percent / tetrazole, H₂S / acetonitrile / 16 h / Ambient temperature

With 1H-tetrazole; hydrogen sulfide; In acetonitrile;

DOI:10.1016/S0040-4020(01)81775-0

upstream raw materials:

3'-O-acetylthymidine

O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> H-phiosphonodithioate

5‘-O-dimethoxytrityl-2’-deoxyribothymidine 3‘-O-phosphorodiamidite

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

Downstream raw materials:

O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] S-(2,4-dichlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate

O-5'-O-(Di-p-methoxytrityl)thymidin-3'-yl, S-(2,4-dichlorobenzyl), O-thymidin-5'-yl-phosphorodithioate

3'-(dinucleoside phosphorodithioate) N,N-diisopropyl-O-2-cyanoethylphosphoramidite

5'-O-dimethoxytritylthimidine-3'-O-(5'-O-thymidylyl-3'-O-acetyl)-N-butylphosphorothioamidate