4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

Base Information

Chemical Name:4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
CAS No.:661480-90-6
Molecular Formula:C₂₈H₃₅BrN₂O₁₀
Molecular Weight:639.497
Hs Code.:

Synonyms:4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

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Chemical Property of 4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

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Technology Process of 4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

There total 6 articles about 4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside 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: 77.0%

: 4-[(4-bromo-2-methylphenyl)methyl]-5-isopropyl-1H-pyrazole-3-ol

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

: 661480-90-6
4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

Guidance literature:: With benzyltri(n-butyl)ammonium chloride; potassium carbonate; In dichloromethane; water; at 50 ℃; for 20.5h; Temperature; Reflux;

Reference yield:

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 661480-90-6
4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: borane-THF / tetrahydrofuran / 18 h / 20 °C

2.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 0 - 20 °C

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

3.2: 18 h / 70 °C

4.1: hydrazine hydrate / toluene / 2 h / 120 °C

5.1: potassium carbonate; benzyltri(n-butyl)ammonium chloride / dichloromethane; water / 18 h / 20 °C

With thionyl chloride; borane-THF; benzyltri(n-butyl)ammonium chloride; sodium hydride; potassium carbonate; hydrazine hydrate; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; toluene; mineral oil;

Reference yield:

: 24078-15-7
4-bromo-1-(chloromethyl)-2-methylbenzene

: 661480-90-6
4-(4-bromo-2-methylbenzyl)-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 18 h / 70 °C

2.1: hydrazine hydrate / toluene / 2 h / 120 °C

3.1: potassium carbonate; benzyltri(n-butyl)ammonium chloride / dichloromethane; water / 18 h / 20 °C

With benzyltri(n-butyl)ammonium chloride; sodium hydride; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; dichloromethane; water; toluene; mineral oil;