(S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide
CAS No.:1269764-43-3
Molecular Formula:C₂₂H₂₇N₃O₂
Molecular Weight:365.475
Hs Code.:

Synonyms:(S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide

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Chemical Property of (S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide

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Technology Process of (S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide

There total 8 articles about (S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide 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: 87.0%

: 1269764-48-8
(S)-tert-butyl 2-((S)-2-(4-methylbenzamido)-3 phenylpropylcarbamoyl)pyrrolidine-1-carboxylate

: 1269764-43-3
(S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1039/c0ob00688b

Reference yield:

: 154812-13-2
(S)-[2-[bis(phenylmethyl)amino]-2-oxo-1-(phenylmethyl)ethyl]carbamic acid 1,1-dimethylethyl ester

: 1269764-43-3
(S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 4 h / 0 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0 - 20 °C

4.1: 20 % Pd(OH)2/C; hydrogen / methanol / 24 h

5.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 0 °C

5.2: 0 - 20 °C

6.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

With lithium aluminium tetrahydride; 20 % Pd(OH)2/C; hydrogen; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1039/c0ob00688b

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1269764-43-3
(S)-N-((S)-2-(4-methylbenzamido)-3-phenylpropyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 4-methyl-morpholine / tetrahydrofuran / 0.5 h / -15 °C

2.1: tetrahydrofuran / -15 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

4.1: lithium aluminium tetrahydride / diethyl ether / 4 h / 0 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 0 - 20 °C

6.1: 20 % Pd(OH)2/C; hydrogen / methanol / 24 h

7.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 0 °C

7.2: 0 - 20 °C

8.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

With 4-methyl-morpholine; lithium aluminium tetrahydride; 20 % Pd(OH)2/C; hydrogen; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1039/c0ob00688b