5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate

Base Information

• Chemical Name: 5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate
• CAS No.: 129789-64-6
• Molecular Formula: C₄₁H₄₀Cl₂N₃O₈PS₂
• Molecular Weight: 868.796
• Mol file: 129789-64-6.mol

Synonyms:5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate

Chemical Property of 5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate

There total 5 articles about 5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate 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: 94.0%

2,4-Dichlorobenzyl chloride (94-99-5) + O-<5'-O-(4,4'-dimethoxytrityl)-thymidin-3'-yl> O-(β-cyanoethyl) phosphorodithioate triethylammonium salt → 5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate (129789-64-6)

Guidance literature:

With 2,6-dimethylpyridine; sodium iodide; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1080/07328319708002518

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) → 5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate (129789-64-6)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂S, tetrazole

2: S₈, lutidine / toluene

3: NaI

With 1H-tetrazole; sulfur; lutidine; hydrogen sulfide; sodium iodide; In toluene;

DOI:10.1080/07328319708006243

Reference yield:

C34H36N3O8PS (199597-29-0) → 5'-O-Dimethoxytritylthymidine-3'-O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate (129789-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1: S₈, lutidine / toluene

2: NaI

With sulfur; lutidine; sodium iodide; In toluene;

DOI:10.1080/07328319708006243

upstream raw materials:

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

2,4-dichlorobenzyl mercaptan

2,4-Dichlorobenzyl chloride

C₃₄H₃₆N₃O₈PS

Downstream raw materials:

Thymidine-3'-O-<β-cyanoethyl-(S-2,4-dichlorobenzyl)>-phosphorodithioate

triethylammonium O-<5'-O-(4,4'-dimethoxytrityl)-thymidin-3'-yl> S-(2,4-dichlorobenzyl) phosphorodithioate

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

C₅₈H₅₇Cl₄N₅O₁₃P₂S₄