(3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide

Base Information

Chemical Name:(3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide
CAS No.:1076229-22-5
Molecular Formula:C₂₅H₂₄F₇N₃O₃
Molecular Weight:547.473
Hs Code.:

Synonyms:(3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide

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Chemical Property of (3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide

Chemical Property:

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Technology Process of (3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide

There total 10 articles about (3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide 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: 96.0%

: 471-47-6
oxamic acid

: 1076230-21-1
(3S,4S)-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

: 1076229-22-5
(3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In acetonitrile; at 20 ℃; for 14h;

Reference yield:

: 40175-06-2
ethyl 1-methyl-1,2,5,6-tetrahydropyridine-4-carboxylate

: 1076229-22-5
(3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: copper(l) iodide / diethyl ether / -10 - 0 °C

1.2: -50 - 10 °C

2.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 1 h / Reflux

2.2: 2 h / 80 °C

2.3: 14 h / 20 °C

3.1: sodium methylate / methanol / 3 h / Reflux

3.2: 3 h / 50 °C

4.1: acetone / 2 h / 20 °C

5.1: citric acid / water; ethyl acetate / 1 h / 20 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / acetonitrile / 3 h / 20 °C

7.1: hydrogenchloride / water; ethyl acetate / 20 °C

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 14 h / 20 °C

With hydrogenchloride; copper(l) iodide; carbonochloridic acid 1-chloro-ethyl ester; sodium methylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; citric acid; In methanol; diethyl ether; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.bmc.2011.11.048

Reference yield:

: 1357586-70-9
(3S,4S)-1-(tert-butoxycarbonyl)-3-(4-fluoro-2-methylphenyl)piperidine-4-carboxylic acid (S)-1-phenylethylamine complex

: 1076229-22-5
(3S,4S)-1-[amino(oxo)acetyl]-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: citric acid / water; ethyl acetate / 1 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / acetonitrile / 3 h / 20 °C

3: hydrogenchloride / water; ethyl acetate / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 14 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; citric acid; In water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.11.048