4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Name:4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester
CAS No.:330186-81-7
Molecular Formula:C₃₄H₄₂ClN₇O₃
Molecular Weight:632.206
Hs Code.:

4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3<i>H</i>-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

There total 8 articles about 4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-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:

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 330186-80-6
(S)-2-{[1-(3-chlorobenzyl)-2-oxopyrrolidin-3-yl][3-(4-cyanobenzyl)imidazol-4-ylmethyl]amino}ethanal

: 330186-81-7
4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: 1-t-Butoxycarbonylpiperazine; (S)-2-{[1-(3-chlorobenzyl)-2-oxopyrrolidin-3-yl][3-(4-cyanobenzyl)imidazol-4-ylmethyl]amino}ethanal; With acetic acid; In methanol; at 20 ℃; for 0.5h;

With sodium cyanoborohydride; acetic acid; In methanol; for 48h; Further stages.;
DOI:10.1021/jm010156p

Reference yield:

: 183500-37-0
4-[(5-formyl-1H-imidazol-1-yl)methyl]benzonitrile

: 330186-81-7
4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: AcOH / methanol / 1 h

1.2: NaCNBH₃; AcOH / methanol / 1 h

2.1: AcOH / methanol / 0.5 h / 20 °C

2.2: 76 percent / NaCNBH₃; AcOH / methanol / 15 h

3.1: 100 percent / TBAF / tetrahydrofuran / 0.17 h

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.25 h / -78 - 20 °C

5.1: AcOH / methanol / 0.5 h / 20 °C

5.2: NaCNBH₃; AcOH / methanol / 48 h

With oxalyl dichloride; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm010156p

Reference yield:

: [1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

: 330186-81-7
4-(2-{[1-(3-chloro-benzyl)-2-oxo-pyrrolidin-3-yl]-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: HCl(g) / ethyl acetate / 0.25 h / 0 °C

2.1: AcOH / methanol / 1 h

2.2: NaCNBH₃; AcOH / methanol / 1 h

3.1: AcOH / methanol / 0.5 h / 20 °C

3.2: 76 percent / NaCNBH₃; AcOH / methanol / 15 h

4.1: 100 percent / TBAF / tetrahydrofuran / 0.17 h

5.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.25 h / -78 - 20 °C

6.1: AcOH / methanol / 0.5 h / 20 °C

6.2: NaCNBH₃; AcOH / methanol / 48 h

With hydrogenchloride; oxalyl dichloride; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm010156p