Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
CAS No.:152711-06-3
Molecular Formula:C₁₇H₁₇FN₂O₅
Molecular Weight:348.331
Hs Code.:

Synonyms:Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

There total 13 articles about Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 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: 51.0%

: 152785-09-6
1,5-Di-O-benzoyl-2,3-dideoxy-3-fluoro-β-D-erythro-pentofuranose

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 152711-05-2
Benzoic acid (2R,3S,5S)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

: 152711-06-3
Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 3h; Ambient temperature;
DOI:10.1055/s-1993-25925

Reference yield: 30.0%

: 152785-10-9
1,5-Di-O-benzoyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentofuranose

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 152711-05-2
Benzoic acid (2R,3S,5S)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

: 152711-06-3
Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 5h; Ambient temperature;
DOI:10.1055/s-1993-25925

Reference yield:

: 14980-09-7
methyl 5-O-benzyl-3-fluoro-3-deoxy-α-D-arabino-furanoside

: 152711-06-3
Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

2: 83 percent / pyridine / 24 h / Ambient temperature

3: HBr / CH₂Cl₂ / 3 h / -20 °C

4: Bu₃SnH, azobis(isobutyronitrile) / toluene / Heating

5: 51 percent / CF₃SO₃SiMe₃ / acetonitrile / 3 h / Ambient temperature

With pyridine; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; hydrogen bromide; hydrogen; tri-n-butyl-tin hydride; palladium on activated charcoal; In ethanol; dichloromethane; toluene; acetonitrile;
DOI:10.1055/s-1993-25925