4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

Base Information

Chemical Name:4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide
CAS No.:1422008-69-2
Molecular Formula:C₃₉H₅₅N₅O₁₂
Molecular Weight:785.892
Hs Code.:

4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

Synonyms:4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

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Chemical Property of 4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

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Technology Process of 4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

There total 8 articles about 4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]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:

: 661480-61-1
3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-4-[(4-{3-[1-{[4-(benzyloxycarbonyl)piperazin-1-yl]carbonyl}-1-(methyl)ethylcarbamoyl]propyl}phenyl)methyl]-5-isopropyl-1H-pyrazole

: 1422008-69-2
4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; water; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2012.11.041

Reference yield:

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

: 1422008-69-2
4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

Guidance literature:: Multi-step reaction with 12 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: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

10: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 20 °C

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

12: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 20 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; 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:

: 1370290-50-8
benzyl 4-(4-formylphenyl)butanoate

: 1422008-69-2
4-{4-[3-(tetra-O-acetyl-β-d-galactopyranosyloxy)-5-isopropyl-1H-pyrazol-4-ylmethyl]phenyl}-N-[1,1-dimethyl-2-oxo-2-(piperazin-1-yl)ethyl]butanamide

Guidance literature:: Multi-step reaction with 10 steps

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

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

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

4: hydrazine hydrate / isopropyl alcohol / 20 °C

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

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

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

8: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 20 °C

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

10: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 20 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; benzyltri(n-butyl)ammonium chloride; sodium hydride; 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