N⁶,N⁶-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine

Base Information

• Chemical Name: N⁶,N⁶-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine
• CAS No.: 245074-34-4
• Molecular Formula: C₅₂H₄₃N₅O₉
• Molecular Weight: 881.942

Synonyms:N⁶,N⁶-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine

Chemical Property of N⁶,N⁶-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine

Chemical Property:

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Technology Process of N⁶,N⁶-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine

There total 9 articles about N⁶,N⁶-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine 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: 80.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N6,N6-dibenzoyl-9-(2'-O-benzoyl-β-D-ribopyranosyl)adenine (245074-29-7) → N6,N6-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine (245074-34-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1002/hlca.200390349

Reference yield:

N6,N6-dibenzoyl-9-{2'-O-benzoyl-3',4'-O-[(4-methoxyphenyl)methylidene]-β-D-ribopyranosyl}adenine → N6,N6-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine (245074-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / CF₃COOH / methanol; tetrahydrofuran; CH₂Cl₂ / 1.25 h / 20 °C

2: 80 percent / 4A MS; EtN(i-Pr)2 / CH₂Cl₂ / 1.5 h / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/hlca.200390349

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → N6,N6-dibenzoyl-9-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine (245074-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) TsOH; 2.) (CH₃)2NPy / 1.) DMF, 50-60 deg C, 1 h; 2.) pyridine, 16 h, RT

2: 95 percent / 10percent CF₃COOH / tetrahydrofuran; methanol / 1 h / Ambient temperature

3: 75 percent / Huenig base, molecular sieve 5 Angstroem, / CH₂Cl₂ / 2 h / Ambient temperature

With (CH₃)2NPy; 5A molecular sieve; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/hlca.19930760602

upstream raw materials:

4,4'-dimethoxytrityl chloride

N⁶,N⁶-dibenzoyl-9-(2'-O-benzoyl-β-D-ribopyranosyl)adenine

p-Anisaldehyde dimethyl acetal

benzoyl chloride

Downstream raw materials:

N⁶-benzoyl-9-{3'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}adenine

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