benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Base Information

Chemical Name:benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
CAS No.:1615249-97-2
Molecular Formula:C₃₆H₄₂N₄O₅
Molecular Weight:610.753
Hs Code.:

Synonyms:benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

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Chemical Property of benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

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Technology Process of benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

There total 7 articles about benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 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: 75.0%

: 1161-13-3
N-Cbz-L-Phe

: 1629057-45-9
(S)-5-((S)-3-(aminomethyl)piperidine-1-carbonyl)-1-(4-methylbenzyl)pyrrolidin-2-one

: 1615249-97-2
benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Guidance literature:: N-Cbz-L-Phe; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

(S)-5-((S)-3-(aminomethyl)piperidine-1-carbonyl)-1-(4-methylbenzyl)pyrrolidin-2-one; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.05.017

Reference yield:

: 87341-45-5
(2S)-N-(4-methylbenzyl) pyroglutamic acid

: 1615249-97-2
benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride / dichloromethane / 12 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 0.17 h / 0 °C

2.2: 3 h / 0 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

4.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

4.2: 3 h / 0 °C / Inert atmosphere

With oxalyl dichloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.ejmech.2014.05.017

Reference yield:

: 104-81-4
4-Methylbenzyl bromide

: 1615249-97-2
benzyl (S)-1-(((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere

1.2: 4 h / 0 - 20 °C / Inert atmosphere

2.1: sodium carbonate; water / methanol / 5 h / 0 - 20 °C

3.1: oxalyl dichloride / dichloromethane / 12 h / 0 - 20 °C

4.1: triethylamine / dichloromethane / 0.17 h / 0 °C

4.2: 3 h / 0 - 20 °C

5.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

6.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

6.2: 3 h / 0 °C / Inert atmosphere

With oxalyl dichloride; water; sodium carbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.ejmech.2014.05.017