((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D₂]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate

Base Information

• Chemical Name: ((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D₂]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate
• CAS No.: 1621160-34-6
• Molecular Formula: C₂₄H₂₁FN₂O₇
• Molecular Weight: 470.422

Synonyms:((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D₂]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate

Chemical Property of ((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D₂]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate

Chemical Property:

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Technology Process of ((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D₂]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate

There total 5 articles about ((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D₂]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate 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: 86.0%

(2R,3R,4R,5R)‐5‐(4‐benzamido‐2‐oxo‐[5,6‐D2]pyrimidin‐1(2H)‐yl)‐2‐((benzoyloxy)methyl)‐4‐fluoro‐4‐methyltetrahydrofuran‐3‐yl benzoate (1621160-32-4) → ((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D2]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate (1621160-34-6)

Guidance literature:

With water; acetic acid; at 110 ℃; for 18h;

DOI:10.1002/jlcr.3715

Reference yield:

C31H26(2)H2FN3O7 → ((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D2]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate (1621160-34-6)

Guidance literature:

With acetic acid; In water; at 110 ℃; for 18h;

Reference yield:

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate → ((2R,3R,4R,5R)‐3‐(benzoyloxy)‐5‐(2,4‐dioxo‐3,4‐dihydro‐[5,6‐D2]pyrimidin‐1(2H)‐yl)‐4‐fluoro‐4‐methyltetrahydrofuran‐2‐yl)methyl benzoate (1621160-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap / tetrahydrofuran / -20 °C

2: tin(IV) chloride / chlorobenzene / 21 h / 20 - 70 °C / Inert atmosphere

3: acetic acid / water / 18 h / 110 °C

With dmap; tin(IV) chloride; acetic acid; In tetrahydrofuran; water; chlorobenzene;

upstream raw materials:

(2R,3R,4R,5R)‐5‐(4‐benzamido‐2‐oxo‐[5,6‐D₂]pyrimidin‐1(2H)‐yl)‐2‐((benzoyloxy)methyl)‐4‐fluoro‐4‐methyltetrahydrofuran‐3‐yl benzoate

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

(2R,3R,4R,5R)-5-acetoxy-2-((benzoyloxy)methyl)-4-fluoro-4-methyl-tetrahydrofuran-3-yl benzoate

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