5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-2'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-N⁶-phenoxyacetyl-adenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-2'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-N⁶-phenoxyacetyl-adenosine
• CAS No.: 1450897-38-7
• Molecular Formula: C₅₄H₆₄N₇O₁₁P
• Molecular Weight: 1018.12
• Mol file: 1450897-38-7.mol

Synonyms:

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-2'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-N⁶-phenoxyacetyl-adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-2'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-N⁶-phenoxyacetyl-adenosine

There total 2 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-2'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-N⁶-phenoxyacetyl-adenosine 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: 68.0%

5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-N6-phenoxyacetyl-adenosine (1146634-31-2) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-2'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-N6-phenoxyacetyl-adenosine (1450897-38-7,1450897-39-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.06.008

Reference yield:

5'-O-dimethoxytrityl-N6-phenoxyacetyladenosine (121076-16-2) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-2'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-N6-phenoxyacetyl-adenosine (1450897-38-7,1450897-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammomium bromide; di(n-butyl)tin oxide / 1,2-dichloro-ethane / 1 h / 70 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With tetrabutylammomium bromide; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/j.bmc.2013.06.008

upstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-3'-O-pivaloyloxymethyl-N⁶-phenoxyacetyl-adenosine

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

5'-O-dimethoxytrityl-N₆-phenoxyacetyladenosine