N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Base Information

Chemical Name:N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide
CAS No.:1028310-75-9
Molecular Formula:C₁₇H₁₆FN₃O₄
Molecular Weight:345.33
Hs Code.:

Synonyms:N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

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Chemical Property of N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

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Technology Process of N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

There total 6 articles about N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide 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:

: 405238-89-3
5-methyl-1-[5-O-(tert-butyldimethylsilyl)-2,3-dideoxy-2-fluoro-β-D-glycero-pent-2-enofuranosyl]-N⁴-benzoylcytosine

: 1028310-75-9
N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/jm010418n

Reference yield:

: 147410-74-0
(E)/(Z)-ethyl 3-[(S)-2,2-dimethyl-(1,3)-dioxolan-4-yl]-2-fluoroacrylate

: 1028310-75-9
N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: conc. aq. HCl / ethanol / 2.5 h / 20 °C

2: imidazole / CH₂Cl₂ / 20 °C

3: DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

4: 4.79 g / Et₃N / CH₂Cl₂ / 2 h / 20 °C

5: 43.2 percent / TMSOTf / 1,2-dichloro-ethane / 5 h / 20 °C

6: TBAF / acetonitrile; tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm010418n

Reference yield:

: 154540-16-6
(S)-(-)-2-Fluoro-4-(hydroxymethyl)-2-buten-4-olide

: 1028310-75-9
N-[1-((2R,5S)-3-Fluoro-5-hydroxymethyl-2,5-dihydro-furan-2-yl)-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / CH₂Cl₂ / 20 °C

2: DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

3: 4.79 g / Et₃N / CH₂Cl₂ / 2 h / 20 °C

4: 43.2 percent / TMSOTf / 1,2-dichloro-ethane / 5 h / 20 °C

5: TBAF / acetonitrile; tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm010418n