Benzoic acid (2R,3R,4S)-4-chloro-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,3R,4S)-4-chloro-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
CAS No.:585540-13-2
Molecular Formula:C₁₇H₁₆ClFN₂O₅
Molecular Weight:382.776
Hs Code.:

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

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MSDS Files:: SDS file from LookChem

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

There total 5 articles about Benzoic acid (2R,3R,4S)-4-chloro-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: 49.0%

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

: 585540-11-0
methyl 5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranoside

: methyl 5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranoside

: 585540-13-2
Benzoic acid (2R,3R,4S)-4-chloro-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: thymin; With trimethylsilyl trifluoromethanesulfonate;

methyl 5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranoside; In acetonitrile; for 5h; Heating;
DOI:10.1021/jo0340859

Reference yield:

: 126716-24-3
methyl 5-O-benzyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabino-furanoside

: 585540-13-2
Benzoic acid (2R,3R,4S)-4-chloro-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 4 steps

1.1: 55 percent / LiCl / dimethylsulfoxide / 2 h / Heating

2.1: H₂ / Pd/C / ethanol / 18 h / 20 °C

3.1: 0.42 g / pyridine / 18 h / 20 °C

4.1: trimethylsilyl triflate

4.2: 49 percent / acetonitrile / 5 h / Heating

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen; lithium chloride; palladium on activated charcoal; In ethanol; dimethyl sulfoxide;
DOI:10.1021/jo0340859

Reference yield:

: 585540-09-6
methyl 5-O-benzyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranoside

: 585540-13-2
Benzoic acid (2R,3R,4S)-4-chloro-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 3 steps

1.1: H₂ / Pd/C / ethanol / 18 h / 20 °C

2.1: 0.42 g / pyridine / 18 h / 20 °C

3.1: trimethylsilyl triflate

3.2: 49 percent / acetonitrile / 5 h / Heating

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1021/jo0340859