N⁶-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine

Base Information

• Chemical Name: N⁶-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine
• CAS No.: 1432123-16-4
• Molecular Formula: C₅₄H₆₂N₉O₁₀P
• Molecular Weight: 1028.11

Synonyms:

Chemical Property of N⁶-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of N⁶-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine

There total 10 articles about N⁶-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)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:

N6-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine (1432122-98-9) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → N6-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine (1432123-16-4,1432123-19-7)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201204235

Reference yield:

2,2-dimethyl-3-oxopropanenitrile (19295-56-8) → N6-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine (1432123-16-4,1432123-19-7)

Guidance literature:

Multi-step reaction with 6 steps

1: methanol; water; hydrogenchloride / 1 h / 55 °C

2: pyridine / 2 h / 25 °C

3: 2 h / 25 °C

4: triethylamine tris(hydrogen fluoride) / 0.5 h / 25 °C

5: pyridine / 2.5 h / 25 °C

6: triethylamine / dichloromethane / 2 h / 25 °C / Inert atmosphere

With pyridine; hydrogenchloride; methanol; water; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane;

DOI:10.1002/chem.201204235

Reference yield:

2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine (1432122-74-1) → N6-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine (1432123-16-4,1432123-19-7)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 2 h / 25 °C

2: 2 h / 25 °C

3: triethylamine tris(hydrogen fluoride) / 0.5 h / 25 °C

4: pyridine / 2.5 h / 25 °C

5: triethylamine / dichloromethane / 2 h / 25 °C / Inert atmosphere

With pyridine; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane;

DOI:10.1002/chem.201204235

upstream raw materials:

3-hydroxy-2,2-dimethylpropionitrile

2,2-dimethyl-3-oxopropanenitrile

2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine

N⁶-phenoxyacetyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)adenosine

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