N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide

Base Information

Chemical Name:N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide
CAS No.:1333503-62-0
Molecular Formula:C₁₇H₁₉N₃O₅
Molecular Weight:345.355
Hs Code.:

Synonyms:N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide

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Chemical Property of N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide

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Technology Process of N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide

There total 3 articles about N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide 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: 78.0%

: 1333503-61-9
4-amino-1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)pyrimidin-2(1H)-one

: 108-24-7
acetic anhydride

: 1333503-62-0
N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.ejmech.2011.05.036

Reference yield:

: (3R,4S)-4-(benzyloxy)-tetrahydrofuran-2,3-diyl diacetate

: 1333503-62-0
N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With methanol; trimethylsilyl trifluoromethanesulfonate; ammonia; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Vorbrüggen coupling;
DOI:10.1016/j.ejmech.2011.05.036

Reference yield:

: 1333503-55-1
(2R,3R,4S)-4-(benzyloxy)-tetrahydro-2-(4-(acetylamino)-2-oxopyrimidin-1(2H)-yl)furan-3-yl acetate

: 1333503-62-0
N-(1-((2R,3R,4S)-4-(benzyloxy)-tetrahydro-3-hydroxyfuran-2-yl)-1,2-dihydro-2-oxopyrimidin-4-yl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With methanol; ammonia; In N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2011.05.036