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

Base Information

Chemical Name:Benzoic acid (2R,4S,5S)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
CAS No.:169823-50-1
Molecular Formula:C₁₈H₁₈N₂O₇
Molecular Weight:374.35
Hs Code.:

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

There total 5 articles about Benzoic acid (2R,4S,5S)-4-acetoxy-5-(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: 85.0%

: 66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6
uracil

: 170079-20-6
1,2-di-O-acetyl-5-O-benzoyl-3-deoxy-L-erythro-pentofuranose

: 169823-50-1
Benzoic acid (2R,4S,5S)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With 1,1,1,2,2,2-hexamethyldisilane; trimethylsilyl trifluoromethanesulfonate; 1,2-dichloro-ethane;

Reference yield:

: 166411-41-2
5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose

: 169823-50-1
Benzoic acid (2R,4S,5S)-4-acetoxy-5-(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: sodium cyanoborohydride / acetonitrile; acetic acid / 0 °C

1.2: Reflux

2.1: sulfuric acid; sodium hydrogencarbonate / acetic acid / 0.17 h / 20 °C

3.1: 1,1,1,2,2,2-hexamethyldisilane; 1,2-dichloro-ethane; trimethylsilyl trifluoromethanesulfonate

With 1,1,1,2,2,2-hexamethyldisilane; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium cyanoborohydride; sodium hydrogencarbonate; 1,2-dichloro-ethane; In acetic acid; acetonitrile;

Reference yield:

: 166411-39-8
5-O-benzoyl-1,2-O-isopropylidene-7α-L-xylofuranose

: 169823-50-1
Benzoic acid (2R,4S,5S)-4-acetoxy-5-(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: dipyridinium dichromate; acetic anhydride / dichloromethane / 4 h / 20 °C

1.2: Reflux

2.1: sodium cyanoborohydride / acetonitrile; acetic acid / 0 °C

2.2: Reflux

3.1: sulfuric acid; sodium hydrogencarbonate / acetic acid / 0.17 h / 20 °C

4.1: 1,1,1,2,2,2-hexamethyldisilane; 1,2-dichloro-ethane; trimethylsilyl trifluoromethanesulfonate

With dipyridinium dichromate; 1,1,1,2,2,2-hexamethyldisilane; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; acetic anhydride; sodium cyanoborohydride; sodium hydrogencarbonate; 1,2-dichloro-ethane; In dichloromethane; acetic acid; acetonitrile;