1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one

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Chemical Name:1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one
CAS No.:1338916-89-4
Molecular Formula:C₂₇H₃₀N₄O₉S
Molecular Weight:586.623
Hs Code.:

Synonyms:1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one

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Chemical Property of 1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one

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Technology Process of 1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one

There total 5 articles about 1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one 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: 76.0%

: 128666-81-9
5-cyano-6-(4-methylphenyl)-2-(methylthio)uracil

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 1338916-89-4
1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one

Guidance literature:: 5-cyano-6-(4-methylphenyl)-2-(methylthio)uracil; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 70 - 80 ℃; for 1h;

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester; In N,N-dimethyl-formamide; mineral oil; at 90 ℃;
DOI:10.1002/jhet.686

Reference yield:

: 104-87-0
4-methyl-benzaldehyde

: 1338916-89-4
1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / ethanol / 19 h / Reflux

2.1: sodium hydroxide / ethanol; water / 1 h / 60 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 70 - 80 °C

3.2: 90 °C

With sodium hydride; potassium carbonate; sodium hydroxide; In ethanol; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/jhet.686

Reference yield:

: 14131-62-5
D-glucosamine hydrochloride

: 1338916-89-4
1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-5-cyano-6-(4-methylphenyl)-2-(methylthio)pyrimidin-4(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium / methanol / 25 °C

1.2: 0 - 20 °C

2.1: acetyl chloride / 48 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 70 - 80 °C

3.2: 90 °C

With sodium; sodium hydride; acetyl chloride; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/jhet.686