4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole

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Chemical Name:4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole
CAS No.:922720-65-8
Molecular Formula:C₂₃H₃₀F₂N₂O₉
Molecular Weight:516.496
Hs Code.:

Synonyms:4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole

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Chemical Property of 4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole

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Technology Process of 4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole

There total 9 articles about 4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole 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: 56.0%

: 1'-(1-methylethyl)-4'-[(2,3-difluoro-4-methoxyphenyl)methyl]-5'-methyl-1H-pyrazol-3'-O-β-D-glucopyranoside

: 79-22-1
methyl chloroformate

: 922720-65-8
4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole

Guidance literature:: With 2,4,6-trimethyl-pyridine; at 0 - 20 ℃;

Reference yield:

: 689254-23-7
1-(bromomethyl)-2,3-difluoro-4-methoxybenzene

: 922720-65-8
4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

1.2: Heating / reflux

2.1: hydrazine / ethanol / 2 h / Heating / reflux

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0 - 20 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / 20 °C

5.1: hydrogen / palladium on carbon / ethanol / 2.5 h / 20 °C / 2585.81 Torr

6.1: 2,4,6-trimethyl-pyridine / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; hydrogen; sodium hydride; caesium carbonate; triphenylphosphine; hydrazine; diethylazodicarboxylate; palladium on carbon; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;

Reference yield:

: 261763-45-5
2,3-difluoro-4-methylphenol

: 922720-65-8
4-(2,3-difluoro-4-methoxy-benzyl)-1-isopropyl-5-methyl-3-(6-O-methoxycarbonyl-β-D-glucopyranos-1-yloxy)-1H-pyrazole

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydroxide / water / 20 °C

2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3.5 h / Heating / reflux

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

3.2: Heating / reflux

4.1: hydrazine / ethanol / 2 h / Heating / reflux

5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0 - 20 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / 20 °C

7.1: hydrogen / palladium on carbon / ethanol / 2.5 h / 20 °C / 2585.81 Torr

8.1: 2,4,6-trimethyl-pyridine / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; sodium hydride; caesium carbonate; triphenylphosphine; hydrazine; diethylazodicarboxylate; palladium on carbon; In tetrahydrofuran; tetrachloromethane; ethanol; water; N,N-dimethyl-formamide; toluene;