tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

Base Information

Chemical Name:tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate
CAS No.:1307796-07-1
Molecular Formula:C₃₀H₃₂BrF₂N₃O₅
Molecular Weight:632.502
Hs Code.:

Synonyms:tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

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Chemical Property of tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

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Technology Process of tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

There total 10 articles about tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate 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:

: 1247089-31-1
N-{2-[2-(bromoethynyl)phenyl]ethyl}acetamide

: 1307796-03-7
tert-butyl (1R,3'R)-5,6-difluoro-3'-[(E)-(hydroxyimino)methyl]-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

: 1307796-07-1
tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

Guidance literature:: With chloroamine-T; In methanol; at 80 ℃; for 16h;

Reference yield:

: 64695-84-7
2-bromo-4,5-difluorobenzoic acid

: 1307796-07-1
tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / Reflux

2: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 20 °C

3: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 14 h / 80 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5: diisobutylaluminium hydride / toluene / 2 h / -78 °C

6: Dess-Martin periodane; pyridine / dichloromethane / 4 h / 20 °C

7: hydroxylamine hydrochloride; sodium carbonate / ethanol / 3 h / 20 °C

8: chloroamine-T / methanol / 16 h / 80 °C

With pyridine; 1H-imidazole; dimethylsulfide borane complex; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; chloroamine-T; diisobutylaluminium hydride; sodium carbonate; Dess-Martin periodane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 476620-55-0
(2-bromo-4,5-difluorophenyl)methanol

: 1307796-07-1
tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 20 °C

2: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 14 h / 80 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4: diisobutylaluminium hydride / toluene / 2 h / -78 °C

5: Dess-Martin periodane; pyridine / dichloromethane / 4 h / 20 °C

6: hydroxylamine hydrochloride; sodium carbonate / ethanol / 3 h / 20 °C

7: chloroamine-T / methanol / 16 h / 80 °C

With pyridine; 1H-imidazole; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; chloroamine-T; diisobutylaluminium hydride; sodium carbonate; Dess-Martin periodane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;