1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

Base Information

Chemical Name:1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate
CAS No.:871339-39-8
Molecular Formula:C₂₂H₃₄BClN₂O₄
Molecular Weight:436.787
Hs Code.:

Synonyms:1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

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Chemical Property of 1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

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Technology Process of 1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

There total 4 articles about 1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-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: 48.0%

: 871339-22-9
1,1-dimethylethyl 4-(5-chloro-3-iodo-2-methylphenyl)piperazine-1-carboxylate

: 73183-34-3
bis(pinacol)diborane

: 871339-39-8
1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 24h;
DOI:10.1016/j.bmcl.2012.01.105

Reference yield:

: 871339-21-8
1-(5-chloro-3-iodo-2-methylphenyl)piperazine

: 871339-39-8
1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 15 h / 20 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 24 h / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2012.01.105

Reference yield:

: 870606-29-4
5-chloro-3-iodo-2-methylaniline

: 871339-39-8
1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / diethylene glycol dimethyl ether / 24 h / Reflux

2: tetrahydrofuran / 15 h / 20 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 24 h / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In tetrahydrofuran; diethylene glycol dimethyl ether; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2012.01.105