4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide

Base Information

Chemical Name:4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide
CAS No.:1422008-91-0
Molecular Formula:C₃₁H₄₁N₃O₁₁
Molecular Weight:631.68
Hs Code.:

Synonyms:4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide

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Chemical Property of 4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide

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Technology Process of 4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide

There total 7 articles about 4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide 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: 98.0%

: 661480-98-4
4-{4-[3-(tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanoic acid

: 1422008-91-0
4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide

Guidance literature:: With ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2012.11.041

Reference yield:

: 177736-20-8
4-(4-formylphenyl)butyric acid ethyl ester

: 1422008-91-0
4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide

Guidance literature:: Multi-step reaction with 9 steps

1: sodium hydroxide / methanol; tetrahydrofuran / 5 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3: sodium tetrahydroborate / tetrahydrofuran / 4 h / 20 °C

4: triethylamine / tetrahydrofuran / 0.33 h / 0 °C

5: sodium hydride / tetrahydrofuran / 10 h / 0 °C / Reflux

6: hydrazine hydrate / isopropyl alcohol / 20 °C

7: benzyltri(n-butyl)ammonium chloride; sodium hydroxide / dichloromethane / 20 °C

8: palladium 10% on activated carbon; hydrogen / methanol; water / 20 °C

9: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / water; N,N-dimethyl-formamide / 20 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; ammonia; hydrogen; benzyltri(n-butyl)ammonium chloride; sodium hydride; potassium carbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmc.2012.11.041

Reference yield:

: C₁₉H₂₂O₅S

: 1422008-91-0
4-{4-[3-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}butanamide

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / tetrahydrofuran / 10 h / 0 °C / Reflux

2: hydrazine hydrate / isopropyl alcohol / 20 °C

3: benzyltri(n-butyl)ammonium chloride; sodium hydroxide / dichloromethane / 20 °C

4: palladium 10% on activated carbon; hydrogen / methanol; water / 20 °C

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / water; N,N-dimethyl-formamide / 20 °C

With palladium 10% on activated carbon; ammonia; hydrogen; benzyltri(n-butyl)ammonium chloride; sodium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmc.2012.11.041