N³-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine

Base Information

• Chemical Name: N³-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine
• CAS No.: 245074-32-2
• Molecular Formula: C₄₅H₄₀N₂O₁₀
• Molecular Weight: 768.82

Synonyms:N³-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine

Chemical Property of N³-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N³-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine

There total 6 articles about N³-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine 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:

4,4'-dimethoxytrityl chloride (40615-36-9) + N3-benzoyl-1-(2'-O-benzoyl-β-D-ribopyranosyl)thymine (245074-25-3) → N3-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine (245074-32-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/hlca.200390349

Reference yield:

benzoyl chloride (98-88-4) → N3-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine (245074-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TsOH*H₂O; p-methoxybenzaldehyde dimethyl acetal / dimethylformamide / 55 °C / 24.75 Torr

1.2: DMAP / pyridine / 16 h / 20 °C

1.3: 8.1 g / CF₃COOH / methanol; tetrahydrofuran / 1 h / 20 °C

2.1: 4A MS; EtN(i-Pr)2 / CH₂Cl₂ / 1 h / 20 °C

With p-Anisaldehyde dimethyl acetal; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200390349

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → N3-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine (245074-32-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 90 percent / bis(trimethylsilyl)acetamide; TMS-OTf / acetonitrile / 3 h / 60 °C

2.1: 82 percent / NH₃ / methanol / 18 h / 20 °C

3.1: TsOH*H₂O; p-methoxybenzaldehyde dimethyl acetal / dimethylformamide / 55 °C / 24.75 Torr

3.2: DMAP / pyridine / 16 h / 20 °C

3.3: 8.1 g / CF₃COOH / methanol; tetrahydrofuran / 1 h / 20 °C

4.1: 4A MS; EtN(i-Pr)2 / CH₂Cl₂ / 1 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; p-Anisaldehyde dimethyl acetal; ammonia; toluene-4-sulfonic acid; bis-(trimethylsilyl)acetamide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/hlca.200390349

upstream raw materials:

4,4'-dimethoxytrityl chloride

N³-benzoyl-1-(2'-O-benzoyl-β-D-ribopyranosyl)thymine

benzoyl chloride

thymin

Downstream raw materials:

1-{3'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine

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