(2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1476720-91-8
Molecular Formula:C₂₀H₂₆BrN₃O₂
Molecular Weight:420.349
Hs Code.:

Synonyms:(2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

There total 8 articles about (2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester 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: 20.0%

: (S)-5-methyl-piperidine-1,2-dicarboxylic acid 2-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 1-tert-butyl ester

: 1476720-91-8
(2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

: (2S,5R)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With ammonium acetate; In toluene; Inert atmosphere; Reflux;

Reference yield:

: 1118-90-7
L-homoglutamic acid

: 1476720-91-8
(2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

: (2S,5R)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: water; acetic acid / 3 h / Inert atmosphere; Reflux

2.1: thionyl chloride / 0 - 20 °C / Inert atmosphere

3.1: dmap / acetonitrile / 0 - 20 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

4.2: -78 °C / Inert atmosphere

5.1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 40 °C / Inert atmosphere

6.1: water; lithium hydroxide monohydrate / methanol / 20 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C / Inert atmosphere

8.1: ammonium acetate / toluene / Inert atmosphere; Reflux

With dmap; thionyl chloride; lithium hydroxide monohydrate; dimethylsulfide borane complex; ammonium acetate; water; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; toluene; acetonitrile;

Reference yield:

: 34622-39-4
(2S)-6-oxopipecolic acid

: 1476720-91-8
(2S,5S)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

: (2S,5R)-2-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-5-methyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / 0 - 20 °C / Inert atmosphere

2.1: dmap / acetonitrile / 0 - 20 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

3.2: -78 °C / Inert atmosphere

4.1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 40 °C / Inert atmosphere

5.1: water; lithium hydroxide monohydrate / methanol / 20 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C / Inert atmosphere

7.1: ammonium acetate / toluene / Inert atmosphere; Reflux

With dmap; thionyl chloride; lithium hydroxide monohydrate; dimethylsulfide borane complex; ammonium acetate; water; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; toluene; acetonitrile;