(2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide

Base Information

Chemical Name:(2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide
CAS No.:254905-69-6
Molecular Formula:C₃₂H₄₂N₄O₂
Molecular Weight:514.711
Hs Code.:

Synonyms:(2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide

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Chemical Property of (2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide

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Technology Process of (2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide

There total 8 articles about (2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)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:

: 254905-68-5
N-((1R)-1-{N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methylcarbamoyl}-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester

: 254905-69-6
(2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.833333h;
DOI:10.1016/S0223-5234(02)01370-3

Reference yield:

: 37553-65-4,64263-83-8,85466-66-6
N-tert-butoxycarbonyl-N-methyl-D-phenylalanine

: 254905-69-6
(2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 1.69 g / iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

2.1: 1.15 g / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

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

3.2: 1.18 g / iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

4.1: 788 mg / 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:

: 194726-46-0
(3R)-3-formylpiperidine-1-carboxylic acid tert-butyl ester

: 254905-69-6
(2R)-N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 866 mg / NaB(OAc)3H; AcOH; molecular sieves / CH₂Cl₂; ethanol / 16 h / 20 °C

2.1: HCl / ethyl acetate / 0.75 h / 20 °C

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

3.2: 1.69 g / iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

4.1: 1.15 g / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

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

5.2: 1.18 g / iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

6.1: 788 mg / trifluoroacetic acid / CH₂Cl₂ / 0.83 h / 0 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; molecular sieve; sodium tris(acetoxy)borohydride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0223-5234(02)01370-3