anti-N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine

Base Information

• Chemical Name: anti-N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine
• CAS No.: 112317-72-3
• Molecular Formula: C₄₁H₄₁N₃O₉
• Molecular Weight: 719.791

Synonyms:anti-N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine

Chemical Property of anti-N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine

Chemical Property:

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Technology Process of anti-N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine

There total 6 articles about anti-N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-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:

benzoyl chloride (98-88-4) → anti-N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine (112317-72-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: chlorotrimethylsilane / pyridine

1.2: pyridine

1.3: 94 percent / NH₄OH

2.1: 94 percent / pyridine

3.1: 97 percent / TsOH / tetrahydrofuran / 3 h / 0 °C

4.1: 49 percent / Bu₄NF / tetrahydrofuran

5.1: iPr₂EtN / pyridine

With chloro-trimethyl-silane; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine;

DOI:10.1002/hlca.200790034

Reference yield:

N4-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine (87865-80-3) → anti-N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine (112317-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / Bu₄NF / tetrahydrofuran

2: iPr₂EtN / pyridine

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine;

DOI:10.1002/hlca.200790034

Reference yield:

N4-benzoylcytidine (13089-48-0) → anti-N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)-cytidine (112317-72-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / pyridine

2: 97 percent / TsOH / tetrahydrofuran / 3 h / 0 °C

3: 49 percent / Bu₄NF / tetrahydrofuran

4: iPr₂EtN / pyridine

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine;

DOI:10.1002/hlca.200790034

upstream raw materials:

anti-N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)cytidine

4,4'-dimethoxytrityl chloride

benzoyl chloride

N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

Downstream raw materials:

anti-N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuran-2-yl)cytidine 3'-(2-cyanoethyl diisopropylphosphoramidite)

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