Adenosine, N-acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(2-cyanoethoxy) methyl]-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

Base Information

• Chemical Name: Adenosine, N-acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(2-cyanoethoxy) methyl]-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]
• CAS No.: 863408-46-2
• Molecular Formula: C46H55N8O9P
• Molecular Weight: 894.965
• Mol file: 863408-46-2.mol

Synonyms:

Chemical Property of Adenosine, N-acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(2-cyanoethoxy) methyl]-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Adenosine, N-acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(2-cyanoethoxy) methyl]-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

There total 4 articles about Adenosine, N-acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(2-cyanoethoxy) methyl]-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite] 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: 93.0%

N6-acetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyannethoxymethyl)adenosine (863408-41-7) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → N6-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-cyanoethoxymethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (863408-46-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N6-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-cyanoethoxymethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (863408-46-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: 29 percent / N,N-diisopropylethylamine; dibutyltin dichloride / 1,2-dichloro-ethane / 1 h / 80 °C

3: 85 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dibutyltin chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ol051151f

Reference yield:

N6-acetyl-5'-O-(4,4'-dimethoxytrityl)adenosine (231957-26-9) → N6-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-cyanoethoxymethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (863408-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 29 percent / N,N-diisopropylethylamine; dibutyltin dichloride / 1,2-dichloro-ethane / 1 h / 80 °C

2: 85 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 1 h / 20 °C

With dibutyltin chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ol051151f

upstream raw materials:

N⁶-acetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyannethoxymethyl)adenosine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

4,4'-dimethoxytrityl chloride

N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)adenosine