5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine
• CAS No.: 1233482-83-1
• Molecular Formula: C₄₉H₆₉N₅O₁₀P₂S
• Molecular Weight: 982.128
• Mol file: 1233482-83-1.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine

There total 4 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine 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: 80.0%

O-(1-hydroxypropyl)-O-(2-cyanoethyl)-N,N-diisopropyl phosphoramidothioate (1233482-63-7) + 5‘-O-dimethoxytrityl-2’-deoxyribothymidine 3‘-O-phosphorodiamidite (104655-84-7) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine (1233482-83-1)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1039/b9nj00692c

Reference yield:

2-cyanoethyl-N,N’-diisopropylchlorophosphoramidite → 5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine (1233482-83-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 25 °C / Inert atmosphere

2: sulfur / dichloromethane / 16 h / 25 °C / Inert atmosphere

3: acetic acid / water / 3 h / 25 °C / Inert atmosphere

4: 1H-tetrazole / acetonitrile / 3 h / 25 °C / Inert atmosphere

With 1H-tetrazole; sulfur; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; acetonitrile;

DOI:10.1039/b9nj00692c

Reference yield:

C33H43N2O5PS → 5'-O-(4,4'-dimethoxytrityl)-3'-O-[3-[(2-cyanoethyl)-N,N-diisopropylphosphoramidothioyl]prop-1-oxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxythymidine (1233482-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 3 h / 25 °C / Inert atmosphere

2: 1H-tetrazole / acetonitrile / 3 h / 25 °C / Inert atmosphere

With 1H-tetrazole; acetic acid; In water; acetonitrile;

DOI:10.1039/b9nj00692c

upstream raw materials:

O-(1-hydroxypropyl)-O-(2-cyanoethyl)-N,N-diisopropyl phosphoramidothioate

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

3-(4,4'-dimethoxytriphenylmethyloxy)-propyl 2-cyanoethyl N,N-diisopropylphosphoramidite