N⁴-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine

Base Information

• Chemical Name: N⁴-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine
• CAS No.: 619275-68-2
• Molecular Formula: C₂₄H₂₃N₃O₇
• Molecular Weight: 465.463

Synonyms:N⁴-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine

Chemical Property of N⁴-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of N⁴-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine

There total 4 articles about N⁴-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine 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: 89.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + 1-(α-L-arabinopyranosyl)-N4-benzoyl-cytosine (619275-56-8) → N4-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine (619275-68-2)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/hlca.200390118

Reference yield:

4-N-benzoylcytosine (26661-13-2) → N4-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine (619275-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BSA / acetonitrile / 0.5 h / 80 °C

1.2: 82 percent / SnCl₄ / acetonitrile / 0.5 h / 80 °C

2.1: 82 percent / NaOH / tetrahydrofuran; methanol; H₂O / 0.75 h / 4 °C

3.1: 89 percent / TsOH*H₂O / dimethylformamide / 20 °C

With benzenesulfonamide; sodium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/hlca.200390118

Reference yield:

1',2',3',4'-tetra-O-benzoyl-α/β-L-arabinopyranose (212499-83-7) → N4-benzoyl-1-(3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine (619275-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BSA / acetonitrile / 0.5 h / 80 °C

1.2: 82 percent / SnCl₄ / acetonitrile / 0.5 h / 80 °C

2.1: 82 percent / NaOH / tetrahydrofuran; methanol; H₂O / 0.75 h / 4 °C

3.1: 89 percent / TsOH*H₂O / dimethylformamide / 20 °C

With benzenesulfonamide; sodium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/hlca.200390118

upstream raw materials:

p-Anisaldehyde dimethyl acetal

1-(α-L-arabinopyranosyl)-N⁴-benzoyl-cytosine

4-N-benzoylcytosine

1',2',3',4'-tetra-O-benzoyl-α/β-L-arabinopyranose

Downstream raw materials:

N⁴-benzoyl-1-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3',4'-O-[(4-methoxyphenyl)methylidene]-α-L-arabinopyranosyl)cytosine

N⁴-benzoyl-(3'-O-benzoyl-2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)cytosine

N⁴-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)cytosine

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