1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-2-(methylthio)-pyrimidin-4(1H)-one

Base Information

Chemical Name:1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-2-(methylthio)-pyrimidin-4(1H)-one
CAS No.:1338916-96-3
Molecular Formula:C₂₇H₂₉N₃O₁₁S
Molecular Weight:603.607
Hs Code.:

Synonyms:1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-2-(methylthio)-pyrimidin-4(1H)-one

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Chemical Property of 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-2-(methylthio)-pyrimidin-4(1H)-one

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Technology Process of 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-2-(methylthio)-pyrimidin-4(1H)-one

There total 4 articles about 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-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: 83.0%

: 97693-22-6
5-cyano-6-(4-methoxyphenyl)-2-(methylthio)uracil

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 1338916-96-3
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-2-(methylthio)-pyrimidin-4(1H)-one

Guidance literature:: 5-cyano-6-(4-methoxyphenyl)-2-(methylthio)uracil; With sodium hydride; In N,N-dimethyl-formamide; at 70 - 80 ℃; for 0.5h;

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1002/jhet.686

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 1338916-96-3
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-2-(methylthio)-pyrimidin-4(1H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen bromide / dichloromethane; acetic acid / 2.5 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 70 - 80 °C

2.2: 3 h / 20 °C

With hydrogen bromide; sodium hydride; In dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/jhet.686

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 1338916-96-3
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-cyano-6-(4-methoxyphenyl)-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 / 0.5 h / 70 - 80 °C

3.2: 3 h / 20 °C

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