(S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide

Base Information

• Chemical Name: (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide
• CAS No.: 791576-58-4
• Molecular Formula: C₂₃H₂₄N₄O₂
• Molecular Weight: 388.469

Synonyms:(S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide

Chemical Property of (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide

Chemical Property:

Purity/Quality:

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Technology Process of (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide

There total 5 articles about (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide 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:

(S)-2-[(S)-1-(Isoquinolin-5-ylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (337985-35-0) → (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide (791576-58-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1021/jm030649p

Reference yield:

isoquinolin-5-ylamine (1125-60-6) → (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide (791576-58-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: IBCF; NMM / tetrahydrofuran

1.2: 49.6 percent / dimethylformamide; tetrahydrofuran / 0 - 4 °C

2.1: aq. HCl / dioxane

3.1: IBCF; NMM / tetrahydrofuran

3.2: 83 percent / NMM / dimethylformamide; tetrahydrofuran / 0 - 4 °C

4.1: aq. HCl / dioxane

With 4-methyl-morpholine; hydrogenchloride; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm030649p

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-Pyrrolidine-2-carboxylic acid [(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethyl]-amide (791576-58-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: IBCF; NMM / tetrahydrofuran

1.2: 49.6 percent / dimethylformamide; tetrahydrofuran / 0 - 4 °C

2.1: aq. HCl / dioxane

3.1: IBCF; NMM / tetrahydrofuran

3.2: 83 percent / NMM / dimethylformamide; tetrahydrofuran / 0 - 4 °C

4.1: aq. HCl / dioxane

With 4-methyl-morpholine; hydrogenchloride; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm030649p

upstream raw materials:

(S)-2-[(S)-1-(Isoquinolin-5-ylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

isoquinolin-5-ylamine

N-tert-butoxycarbonyl-L-phenylalanine

2-amino-N-isoquinolin-5-yl-3-phenyl-propionamide

Downstream raw materials:

((S)-1-(4-Hydroxy-2,6-dimethyl-benzyl)-2-{(S)-2-[(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid tert-butyl ester

((S)-1-(4-Hydroxy-benzyl)-2-{(S)-2-[(S)-1-(isoquinolin-5-ylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid tert-butyl ester

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