Acetic acid (2R,3R,4S,5R)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 87875-12-5
• Molecular Formula: C₃₃H₃₂N₂O₉
• Molecular Weight: 600.625

Synonyms:

Chemical Property of Acetic acid (2R,3R,4S,5R)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5R)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

There total 2 articles about Acetic acid (2R,3R,4S,5R)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 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:

acetic anhydride (108-24-7) + 5'-O-monomethoxytrityluridine (51600-12-5) → 5'-O-(monomethoxytrityl)-2',3'-bis-O-(acetyl)uridine (87875-12-5)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1039/c4cc01994f

Reference yield:

acetic anhydride (108-24-7) + 5'-O-monomethoxytritylarabinouridine (87418-73-3) → Acetic acid (2R,3R,4S,5R)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (87875-12-5)

Guidance literature:

With 2,4,6-trimethyl-pyridine; dmap; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield: 70.0%

2-(4-nitrophenyl)ethyl iodide (20264-96-4) + 5'-O-(monomethoxytrityl)-2',3'-bis-O-(acetyl)uridine (87875-12-5) → Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxy]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester (87875-18-1)

Guidance literature:

DOI:10.1016/S0040-4039(00)88175-7

upstream raw materials:

acetic anhydride

5'-O-monomethoxytrityluridine

5'-O-monomethoxytritylarabinouridine

Downstream raw materials:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxy]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

C₆₁H₇₂N₇O₁₈PSi

C₃₆H₄₈N₅O₁₆PSi

C₃₆H₄₈N₅O₁₆PSi

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