1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
CAS No.:1333503-64-2
Molecular Formula:C₁₅H₁₆N₂O₄
Molecular Weight:288.303
Hs Code.:

Synonyms:1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

There total 3 articles about 1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 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%

: 1333503-57-3
1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 1333503-64-2
1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Guidance literature:: 1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)pyrimidine-2,4(1H,3H)-dione; With dmap; p-Tolyl chlorothionoformate; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 60 - 100 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2011.05.036

Reference yield:

: C₂₃H₂₂N₂O₆S

: 1333503-64-2
1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 60 - 100 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2011.05.036

Reference yield:

: 1333503-51-7
(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

: 1333503-64-2
1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol; ammonia / 20 °C / Inert atmosphere

2.1: dmap; p-Tolyl chlorothionoformate / acetonitrile / 0 - 20 °C / Inert atmosphere

2.2: 60 - 100 °C / Inert atmosphere

With methanol; dmap; p-Tolyl chlorothionoformate; ammonia; In acetonitrile; 2.1: Barton-McCombie deoxygenation / 2.2: Barton-McCombie deoxygenation;
DOI:10.1016/j.ejmech.2011.05.036