(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

Base Information

Chemical Name:(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide
CAS No.:189871-34-9
Molecular Formula:C₂₂H₂₂F₇N₃O₃
Molecular Weight:509.424
Hs Code.:

(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

Synonyms:(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

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Chemical Property of (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

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Technology Process of (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

There total 4 articles about (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide 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: 61.0%

: 39637-74-6
(1S)-(-)-camphanic chloride

: 189871-27-0
(R)-2-(4-Fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-ylamine

: 189871-34-9
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

Guidance literature:: With dmap; In pyridine;
DOI:10.1016/S0040-4020(97)00081-1

Reference yield:

: 189871-16-7
2-(4-Fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-3,5-dihydro-imidazol-4-ylideneamine

: 189871-34-9
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / zinc, glacial acetic acid / Ambient temperature

2: HCl / dioxane / 16 h / Heating

3: 22 percent / pyridine / 2 h / Ambient temperature

4: 91 percent / H₂ / 10percent Pd/C / ethyl acetate / 6 h

5: 61 percent / DMAP / pyridine

With pyridine; hydrogenchloride; dmap; hydrogen; acetic acid; zinc; palladium on activated charcoal; In 1,4-dioxane; pyridine; ethyl acetate;
DOI:10.1016/S0040-4020(97)00081-1

Reference yield:

: 81659-38-3
α,α-bis(trifluoromethyl)-4,5-bis(4-fluorophenyl)-1-methyl-1H-imidazole-2-methanamine

: 189871-34-9
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid [(R)-2-(4-fluoro-phenyl)-3-methyl-5,5-bis-trifluoromethyl-4,5-dihydro-3H-imidazol-4-yl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1: mCPBA / CH₂Cl₂

2: 62 percent / H₂SO₄ / 0.25 h / Ambient temperature

3: 73 percent / zinc, glacial acetic acid / Ambient temperature

4: HCl / dioxane / 16 h / Heating

5: 22 percent / pyridine / 2 h / Ambient temperature

6: 91 percent / H₂ / 10percent Pd/C / ethyl acetate / 6 h

7: 61 percent / DMAP / pyridine

With pyridine; hydrogenchloride; dmap; sulfuric acid; hydrogen; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc; palladium on activated charcoal; In 1,4-dioxane; pyridine; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4020(97)00081-1