(S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate
CAS No.:1421354-01-9
Molecular Formula:C₂₃H₃₅ClN₂O₄
Molecular Weight:438.995
Hs Code.:

Synonyms:(S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate

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Chemical Property of (S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate

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Technology Process of (S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate

There total 3 articles about (S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]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: 81.0%

: 1421353-99-2
(E)-tert-butyl 4-[4-(tert-butoxy)-4-oxobut-2-en-1-yl]piperazine-1-carboxylate

: 63503-60-6
3-chlorophenylboronic acid

: 1421354-01-9
(S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate

Guidance literature:: With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; potassium hydroxide; In 1,4-dioxane; water; at 20 - 95 ℃; for 4.5h; enantioselective reaction; Inert atmosphere;
DOI:10.1055/s-0032-1317512

Reference yield:

: 79218-15-8
tert-butyl (E)-crotonate

: 1421354-01-9
(S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3.58 h / 20 - 80 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere

3: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; potassium hydroxide; chloro(1,5-cyclooctadiene)rhodium(I) dimer / 1,4-dioxane; water / 4.5 h / 20 - 95 °C / Inert atmosphere

With N-Bromosuccinimide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 2,2'-azobis(isobutyronitrile); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In 1,4-dioxane; tetrachloromethane; water; N,N-dimethyl-formamide;
DOI:10.1055/s-0032-1317512

Reference yield:

: 86606-04-4
(E)-tert-butyl 4-bromobut-2-enoate

: 1421354-01-9
(S)-tert-butyl 4-[4-(tert-butoxy)-2-(3-chlorophenyl)-4-oxobutyl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere

2: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; potassium hydroxide; chloro(1,5-cyclooctadiene)rhodium(I) dimer / 1,4-dioxane; water / 4.5 h / 20 - 95 °C / Inert atmosphere

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1055/s-0032-1317512