2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate

Base Information

• Chemical Name: 2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate
• CAS No.: 914801-62-0
• Molecular Formula: C₃₀H₂₆N₄O₈
• Molecular Weight: 570.558

Synonyms:2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate

Chemical Property of 2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate

Chemical Property:

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Technology Process of 2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate

There total 2 articles about 2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate 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: 63.0%

2-(4-amino-5-nitro-2-oxopyrimidin-1(2H)-yl)-5((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate (122336-54-3) → 2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate (914801-62-0)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; at 23 ℃; for 7h; under 760 Torr;

DOI:10.1021/jm060872x

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate (914801-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.008 g / SnCl₄ / acetonitrile; CH₂Cl₂ / 3 h / 23 °C

2: 63 percent / H₂; AcOH / Pd/C / tetrahydrofuran / 7 h / 23 °C / 760 Torr

With hydrogen; tin(IV) chloride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jm060872x

Reference yield: 66.0%

2-((benzoyloxy)methyl)-5-(4,5-diamino-2-oxopyrimidin-1(2H)yl)tetrahydrofuran-3,4-diyl dibenzoate (914801-62-0) + 4-methyl-benzaldehyde (104-87-0) → 2-((benzoyloxy)methyl)-5-(2-oxo-8-(p-tolyl)-2,9-dihydro-1H-purin-1-yl)tetrahydrofuran-3,4-diyl dibenzoate (1429047-06-2)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

DOI:10.1016/j.tet.2013.03.005

upstream raw materials:

2-(4-amino-5-nitro-2-oxopyrimidin-1(2H)-yl)-5((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

Downstream raw materials:

1-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-8-phenyl-1H-purin-2(9H)-one

1-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-8-(p-tolyl)-1H-purin-2(9H)-one

1-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-8-(4-methoxyphenyl)-1H-purin-2(9H)-one

2-(benzoyloxymethyl)-5-(2-oxo-8-phenyl-2,9-dihydro-1H-purin-1-yl)tetrahydrofuran-3,4-diyl dibenzoate

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