(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

Base Information

Chemical Name:(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate
CAS No.:1333503-50-6
Molecular Formula:C₁₈H₂₀N₂O₆
Molecular Weight:360.367
Hs Code.:

Synonyms:(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

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Chemical Property of (2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

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Technology Process of (2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

There total 1 articles about (2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate 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:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 1333503-50-6
(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 135 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 4 h / 0 - 20 °C / Inert atmosphere

With pyridine; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; 2: Vorbrüggen coupling;
DOI:10.1016/j.ejmech.2011.05.036

Reference yield: 82.0%

: 1333503-50-6
(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

: 1333503-56-2
1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: With methanol; ammonia; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2011.05.036

Reference yield:

: 1333503-50-6
(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)furan-3-yl acetate

: 1333503-63-1
1-((2R,4R)-4-(benzyloxy)-tetrahydrofuran-2-yl)-5-methylpyrimidine-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