N⁴-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine

Base Information

• Chemical Name: N⁴-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine
• CAS No.: 1432123-10-8
• Molecular Formula: C₅₃H₆₂N₇O₁₁P
• Molecular Weight: 1004.09

Synonyms:

Chemical Property of N⁴-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of N⁴-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine

There total 10 articles about N⁴-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine 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:

N4-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine (1432122-95-6) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → N4-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine (1432123-10-8,1432123-13-1)

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) → N4-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine (1432123-10-8,1432123-13-1)

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: ammonium hydroxide / 0.17 h / 25 °C

5: pyridine / 2.5 h / 25 °C

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

With pyridine; hydrogenchloride; methanol; ammonium hydroxide; water; triethylamine; In dichloromethane;

DOI:10.1002/chem.201204235

Reference yield:

2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine (1432122-71-8) → N4-phenoxyacetyl-5’-O-(4,4’-dimethoxytrityl)-3’-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)]phosphinyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine (1432123-10-8,1432123-13-1)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 2 h / 25 °C

2: 2 h / 25 °C

3: ammonium hydroxide / 0.17 h / 25 °C

4: pyridine / 2.5 h / 25 °C

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

With pyridine; ammonium hydroxide; 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)cytidine

N⁴-phenoxyacetyl-2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)cytidine

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