(2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

Base Information

Chemical Name:(2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester
CAS No.:769944-85-6
Molecular Formula:C₂₀H₂₉BrN₂O₄
Molecular Weight:441.365
Hs Code.:

Synonyms:(2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

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Chemical Property of (2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

Chemical Property:

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Technology Process of (2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

There total 11 articles about (2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-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:

: 96855-38-8
(R)?2?bromo?1?(4′?bromophenyl)ethanol

: 769944-85-6
(2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium hydroxide / water; Petroleum ether

2.1: 80 °C

3.1: triethylamine; thionyl chloride / dichloromethane / -78 °C

4.1: sodium azide / N,N-dimethyl-formamide / 70 °C

5.1: triphenylphosphine / water; tetrahydrofuran / 60 °C

6.1: 120 °C

7.1: borane-THF / tetrahydrofuran

8.1: triethylamine / dichloromethane

9.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane

9.2: Reflux

With thionyl chloride; sodium azide; borane-THF; carbonochloridic acid 1-chloro-ethyl ester; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; Petroleum ether;
DOI:10.1016/j.bmcl.2014.10.047

Reference yield:

: 62566-68-1
(R)-2-(4-bromophenyl)oxirane

: 769944-85-6
(2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 80 °C

2.1: triethylamine; thionyl chloride / dichloromethane / -78 °C

3.1: sodium azide / N,N-dimethyl-formamide / 70 °C

4.1: triphenylphosphine / water; tetrahydrofuran / 60 °C

5.1: 120 °C

6.1: borane-THF / tetrahydrofuran

7.1: triethylamine / dichloromethane

8.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane

8.2: Reflux

With thionyl chloride; sodium azide; borane-THF; carbonochloridic acid 1-chloro-ethyl ester; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.10.047

Reference yield:

: C₁₅H₁₄BrNO₂S

: 769944-85-6
(2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium azide / N,N-dimethyl-formamide / 70 °C

2.1: triphenylphosphine / water; tetrahydrofuran / 60 °C

3.1: 120 °C

4.1: borane-THF / tetrahydrofuran

5.1: triethylamine / dichloromethane

6.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane

6.2: Reflux

With sodium azide; borane-THF; carbonochloridic acid 1-chloro-ethyl ester; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.10.047