Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 149064-95-9
• Molecular Formula: C₃₃H₃₈N₄O₁₃
• Molecular Weight: 698.684

Synonyms:Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property of Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester

There total 1 articles about Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-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: 92.0%

5'-O-Levulinoyl-3'-O-(methylthiomethyl)thymidine (133510-57-3) + 3'-O-benzoylthymidine (17331-53-2) → Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester (149064-95-9)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In tetrahydrofuran; 1,2-dichloro-ethane; at 0 ℃; for 0.05h;

DOI:10.1002/recl.19931120104

Reference yield: 81.0%

Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester (149064-95-9) → Benzoic acid (2R,3S,5R)-2-[(2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxymethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (149064-97-1)

Guidance literature:

With pyridine; hydrazine hydrate; acetic acid; for 0.0833333h; Ambient temperature;

DOI:10.1002/recl.19931120104

Reference yield:

Benzoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(4-oxo-pentanoyloxymethyl)-tetrahydro-furan-3-yloxymethoxymethyl]-tetrahydro-furan-3-yl ester (149064-95-9) → C53H60N6O17 (135959-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / N₂H₄*H₂O, pyridine, AcOH / 0.08 h / Ambient temperature

2: 80 percent / N-iodosuccinimide, 4A molecular sieves, TfOH / tetrahydrofuran; 1,2-dichloro-ethane / 0.08 h / 0 °C

3: 25percent aq. NH₃ / dioxane / 5 h / 50 °C

4: pyridine / 0.67 h / Ambient temperature

With pyridine; ammonium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrazine hydrate; acetic acid; In tetrahydrofuran; 1,4-dioxane; 1,2-dichloro-ethane;

DOI:10.1002/recl.19931120104

upstream raw materials:

5'-O-Levulinoyl-3'-O-(methylthiomethyl)thymidine

3'-O-benzoylthymidine

Downstream raw materials:

Benzoic acid (2R,3S,5R)-2-[(2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxymethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

C₅₃H₆₀N₆O₁₇

C₅₅H₆₆N₈O₂₃

C₆₄H₇₄N₈O₂₂

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