1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
CAS No.:849342-83-2
Molecular Formula:C₁₀H₁₃FN₂O₅
Molecular Weight:260.222
Hs Code.:

Synonyms:1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

There total 9 articles about 1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-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:

: 910027-35-9
1-[(2S,3S,4S,5S)-3-Fluoro-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 849342-83-2,163252-36-6,2923-73-1
1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2004.12.011

Reference yield:

: 910027-29-1
1-[(2S,3R,4R,5S)-3-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 849342-83-2,163252-36-6,2923-73-1
1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: 1-[(2S,3R,4R,5S)-3-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione; With diethylamino-sulfur trifluoride;

deprotection;
DOI:10.1081/NCN-200059224

Reference yield:

: 433733-92-7
L-2,2'-anhydro-5-methyluridine

: 849342-83-2,163252-36-6,2923-73-1
1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1: p-toluenesulfonic acid / dimethylformamide / 4 h / 0 °C

2: NaOH / methanol; H₂O / 2 h / 20 °C

3: diethylaminosulfur trifluoride; pyridine / CH₂Cl₂ / 4 h / Heating

4: p-toluenesulfonic acid / methanol / 3 h / 20 °C

With pyridine; sodium hydroxide; diethylamino-sulfur trifluoride; toluene-4-sulfonic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.12.011