1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one

Base Information

• Chemical Name: 1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one
• CAS No.: 457895-12-4
• Molecular Formula: C₂₅H₃₂N₂O₃
• Molecular Weight: 408.541

Synonyms:1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one

Chemical Property of 1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one

Chemical Property:

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Technology Process of 1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one

There total 3 articles about 1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one 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:

[2-(4-butyryl-4-phenyl-piperidin-1-yl)-1-(4-methoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (457895-11-3) → 1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one (457895-12-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1h;

DOI:10.1021/jm025600i

Reference yield:

4-phenyl 4-butyryl piperidine (68712-62-9) → 1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one (457895-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: EDC; HOAt / CH₂Cl₂; dimethylformamide

2: TFA / CH₂Cl₂ / 1 h

With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm025600i

Reference yield:

N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine (68856-96-2) → 1-{1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-phenyl-piperidin-4-yl}-butan-1-one (457895-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: EDC; HOAt / CH₂Cl₂; dimethylformamide

2: TFA / CH₂Cl₂ / 1 h

With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm025600i

upstream raw materials:

[2-(4-butyryl-4-phenyl-piperidin-1-yl)-1-(4-methoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

4-phenyl 4-butyryl piperidine

N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine

Downstream raw materials:

[1-[2-(4-butyryl-4-phenyl-piperidin-1-yl)-1-(4-methoxy-benzyl)-2-oxo-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-carbamic acid tert-butyl ester

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