(S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

Base Information

Chemical Name:(S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate
CAS No.:1215197-36-6
Molecular Formula:C₂₅H₂₅F₃N₄O₃
Molecular Weight:486.494
Hs Code.:

Synonyms:(S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

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Chemical Property of (S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

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Technology Process of (S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

There total 13 articles about (S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate 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: 88.0%

: 935687-49-3
benzyl 6-aminopyridine-3-carboxylate

: 1215198-06-3
(S)-3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanoic acid

: 1215197-36-6
(S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

Guidance literature:: With pyridine; propylphosphonic anhydride; sodium hydroxide; In ethyl acetate; acetonitrile; at -5 - 0 ℃; for 20h;
DOI:10.1021/op300194c

Reference yield:

: 935687-49-3
benzyl 6-aminopyridine-3-carboxylate

: 1215198-06-3
(S)-3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanoic acid

: 1215197-36-6
(S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

: (R)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; optical yield given as %ee;
DOI:10.1021/ol201875q

Reference yield:

: 1174013-24-1
(R)-methyl 3-cyclopentyl-2-hydroxypropanoate

: 1215197-36-6
(S)-benzyl 6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / 23 °C / Inert atmosphere

2.2: 2 h / 23 °C / Inert atmosphere

3.1: hydrogenchloride / water / 16 h / 95 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

5.1: pyridine / dichloromethane / 16 h / 23 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; oxalyl dichloride; N,N-dimethyl-formamide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm2014887