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

Base Information

Chemical Name: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
CAS No.:254905-68-5
Molecular Formula:C₃₇H₅₀N₄O₄
Molecular Weight:614.828
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 6 articles about 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 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:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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

: 254905-68-5
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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 254905-64-1,1002359-82-1
(3S)-3-(dimethylaminomethyl)piperidine-1-carboxylic acid tert-butyl ester

: 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

Guidance literature:: Multi-step reaction with 4 steps

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

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

2.2: 1.69 g / iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

3.1: 1.15 g / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

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

4.2: 1.18 g / iPr₂NEt / CH₂Cl₂; dimethylformamide / 72 h / 0 - 20 °C

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