N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide

Base Information

• Chemical Name: N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide
• CAS No.: 1026292-85-2
• Molecular Formula: C₂₉H₃₄FN₃O₃
• Molecular Weight: 491.606

Synonyms:N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide

Chemical Property of N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide

Chemical Property:

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Technology Process of N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide

There total 5 articles about N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide 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:

((R)-1-{[(R)-1-(4-Fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-carbamic acid tert-butyl ester (1027223-19-3) → N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide (1026292-85-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.833333h;

DOI:10.1016/S0223-5234(02)01370-3

Reference yield:

4-HYDROXYPIPERIDINE (5382-16-1) → N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide (1026292-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

1.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

3.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

3.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

4.1: trifluoroacetic acid / CH₂Cl₂ / 0.83 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(02)01370-3

Reference yield:

(2R)-2-(N-tert-butoxycarbonyl-N-methylamino)-3-(4-fluorophenyl)propionic acid (193085-53-9) → N-[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-N-methyl-2-methylamino-3-naphthalen-2-yl-propionamide (1026292-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

1.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

3.1: HOAt; EDAC*HCl / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

3.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

4.1: trifluoroacetic acid / CH₂Cl₂ / 0.83 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(02)01370-3

upstream raw materials:

((R)-1-{[(R)-1-(4-Fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-carbamic acid tert-butyl ester

4-HYDROXYPIPERIDINE

(2R)-2-(N-tert-butoxycarbonyl-N-methylamino)-3-(4-fluorophenyl)propionic acid

[1-(4-fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-methyl-carbamic acid tert-butyl ester

Downstream raw materials:

{(E)-4-[((R)-1-{[(R)-1-(4-Fluoro-benzyl)-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-methyl-carbamoyl}-2-naphthalen-2-yl-ethyl)-methyl-carbamoyl]-1,1,3-trimethyl-but-3-enyl}-carbamic acid tert-butyl ester

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