rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate

Base Information

• Chemical Name: rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate
• CAS No.: 1307795-73-8
• Molecular Formula: C₂₃H₃₇NO₄Si
• Molecular Weight: 419.637
• Mol file: 1307795-73-8.mol

Synonyms:rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate

Chemical Property of rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate

There total 3 articles about rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate 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:

rac-tert-butyl 3-(4-hydroxy-2-methylphenyl)-4-oxo-1-piperidinecarboxylate (1247091-09-3) + tert-butyldimethylsilyl chloride (18162-48-6) → rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate (1307795-73-8)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate (1307795-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium t-butanolate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis(di-tertbutylphosphino)ferrocene / tetrahydrofuran / 12 h / 70 °C / Inert atmosphere

2: 1H-imidazole / dmap / N,N-dimethyl-formamide / 48 h / 20 °C

With 1H-imidazole; sodium t-butanolate; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis(di-tertbutylphosphino)ferrocene; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

4-bromo-3-methylphenyl pivalate (1204517-73-6) → rac-tert-butyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)-4-oxo-1-piperidinecarboxylate (1307795-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium t-butanolate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis(di-tertbutylphosphino)ferrocene / tetrahydrofuran / 12 h / 70 °C / Inert atmosphere

2: 1H-imidazole / dmap / N,N-dimethyl-formamide / 48 h / 20 °C

With 1H-imidazole; sodium t-butanolate; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis(di-tertbutylphosphino)ferrocene; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

rac-tert-butyl 3-(4-hydroxy-2-methylphenyl)-4-oxo-1-piperidinecarboxylate

tert-butyldimethylsilyl chloride

N-tert-butyloxycarbonylpiperidin-4-one

4-bromo-3-methylphenyl pivalate

Downstream raw materials:

tert-butyl (1R,3'S)-3'-[2'-(2-{[(benzyloxy)carbonyl]amino}ethyl)-3-methyl-4-biphenylyl]-5,6-difluoro-3-oxo-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

tert-butyl (1R,3'S)-3'-[2'-(2-aminoethyl)-3-methyl-4-biphenylyl]-5,6-difluoro-3-oxo-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

tert-butyl (1R,3'S)-3'-{2'-[2-(acetylamino)ethyl]-3-methyl-4-biphenylyl}-5,6-difluoro-3-oxo-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

N-(2-{4'-[(1R,3'S)-5,6-difluoro-3-oxo-3H-spiro(2-benzofuran-1,4'-piperidin)-3'-yl]-3'-methyl-2-biphenylyl}ethyl)acetamide hydrochloride