N²-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine

Base Information

• Chemical Name: N²-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine
• CAS No.: 884593-04-8
• Molecular Formula: C₄₅H₄₁N₃O₉
• Molecular Weight: 767.835

Synonyms:N²-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine

Chemical Property of N²-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine

Chemical Property:

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Technology Process of N²-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine

There total 10 articles about N²-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine 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: 32.0%

N2-benzoyl-1-(2-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine (884593-03-7) → N2-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine (884593-04-8)

Guidance literature:

With dmap; 4-nitro-phenol; triethylamine; In pyridine; propan-1-ol; at 60 - 65 ℃; for 72h;

DOI:10.1002/hlca.200690024

Reference yield:

N2-benzoyl-5-methylisocytosine (884592-97-6) → N2-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine (884593-04-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: acetonitrile / 0.5 h / 60 °C

1.2: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 2 h / 60 °C

2.1: 64 percent / NaOH / methanol; tetrahydrofuran; H₂O / 0.17 h / 0 °C

3.1: TsOH / dimethylformamide / 60 °C / 15 - 22.5 Torr

4.1: N,N-dimethylpyridin-4-amine / pyridine / 15 h / 20 °C

5.1: CF₃COOH / methanol; tetrahydrofuran / 0.5 h / 20 °C

6.1: EtN(i-Pr)2; 4 Angstroem molecular sieves / CH₂Cl₂ / 3.5 h / 20 °C

7.1: 32 percent / 4-nitrophenol; N,N-dimethylpyridin-4-amine; Et₃N / pyridine; propan-1-ol / 72 h / 60 - 65 °C

With dmap; sodium hydroxide; 4-nitro-phenol; 4 A molecular sieve; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; propan-1-ol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/hlca.200690024

Reference yield:

N2-benzoyl-5-methyl-1-(β-D-ribopyranosyl)isocytosine (884592-99-8) → N2-benzoyl-1-(3-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine (884593-04-8)

Guidance literature:

Multi-step reaction with 5 steps

1: TsOH / dimethylformamide / 60 °C / 15 - 22.5 Torr

2: N,N-dimethylpyridin-4-amine / pyridine / 15 h / 20 °C

3: CF₃COOH / methanol; tetrahydrofuran / 0.5 h / 20 °C

4: EtN(i-Pr)2; 4 Angstroem molecular sieves / CH₂Cl₂ / 3.5 h / 20 °C

5: 32 percent / 4-nitrophenol; N,N-dimethylpyridin-4-amine; Et₃N / pyridine; propan-1-ol / 72 h / 60 - 65 °C

With dmap; 4-nitro-phenol; 4 A molecular sieve; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; propan-1-ol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200690024

upstream raw materials:

N²-benzoyl-1-(2-O-benzoyl-4-O-[bis(4-methoxyphenyl)phenylmethyl]-β-D-ribopyranosyl)-5-methylisocytosine

N²-benzoyl-5-methylisocytosine

N²-benzoyl-5-methyl-1-(β-D-ribopyranosyl)isocytosine

N²-benzoyl-1-(2-O-benzoyl-β-D-ribopyranosyl)-5-methylisocytosine

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