S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate

Base Information

• Chemical Name: S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate
• CAS No.: 153413-69-5
• Molecular Formula: C₆₉H₆₇Cl₂N₄O₁₄PSSe
• Molecular Weight: 1389.22
• Mol file: 153413-69-5.mol

Synonyms:S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate

Chemical Property of S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate

There total 5 articles about S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate 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: 85.0%

N-(2,4-dichlorobenzyl)thiosuccinimide + 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5'-yl H-phosphonoselenoate (933067-82-4,933067-83-5,411231-25-9) → S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate (153413-69-5)

Guidance literature:

With pyridine; In acetonitrile; for 0.0833333h;

DOI:10.1135/cccc20060832

Reference yield:

O-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl) O-(4-nitrophenyl) N,N-diisopropylphosphoramidite (153413-66-2,162681-43-8,162681-44-9) → S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate (153413-69-5)

Guidance literature:

Multi-step reaction with 4 steps

1: DBU / acetonitrile / 0.02 h / 20 °C

2: tetrazole / acetonitrile / 0.25 h / 20 °C

3: DBU / acetonitrile / 0.01 h / 20 °C

4: selenium, DBU / 0.02 h / 20 °C

With 1H-tetrazole; selenium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1016/0040-4039(93)85068-8

Reference yield:

C69H67Cl2N4O14PS (153413-68-4) → S-(2,4-dichlorobenzyl)-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5-yl phosphoroselenothioate (153413-69-5)

Guidance literature:

With selenium; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 20 ℃; for 0.0166667h;

DOI:10.1016/0040-4039(93)85068-8

upstream raw materials:

C₆₉H₆₇Cl₂N₄O₁₄PS

5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl 3'-O-(4,4'-dimethoxytrityl)thymidin-5'-yl H-phosphonoselenoate

O-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl) O-(4-nitrophenyl) N,N-diisopropylphosphoramidite

O-[5'-O-(4,4-dimethoxytrityl)thymidin-3-yl]-O-[3'-O-(4,4-dimethoxytrityl)thymidin-5'-yl]N,N-diisopropylphosphoramidite