(S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

Base Information

Chemical Name:(S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide
CAS No.:1352130-00-7
Molecular Formula:C₂₅H₂₅ClF₃N₃O₃
Molecular Weight:507.94
Hs Code.:

Synonyms:(S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

There total 14 articles about (S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide 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: 83.0%

: 870850-40-1
(E)-1-(4-(2-carboxy-5-chloropent-1-en-1-yl)-2-methoxyphenyl)-4-methyl-1H-imidazol-3-ium 2,2,2-trifluoroacetate

: (S)-2-hydroxy-1-(3,4,5-trifluorophenyl)ethan-1-aminium-(R)-2-hydroxy-2-phenylacetate

: 1352130-00-7
(S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

Guidance literature:: (S)-2-hydroxy-1-(3,4,5-trifluorophenyl)ethan-1-aminium-(R)-2-hydroxy-2-phenylacetate; With sodium hydroxide; In ethyl acetate; for 0.5h; Inert atmosphere;

(E)-1-(4-(2-carboxy-5-chloropent-1-en-1-yl)-2-methoxyphenyl)-4-methyl-1H-imidazol-3-ium 2,2,2-trifluoroacetate; With 1-hydroxy-1H-benzotriazole hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 25 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/acs.joc.6b02979

Reference yield:

: 1367361-09-8
C₁₆H₁₄F₃NO₃

: 1352130-00-7
(S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 20 % Pd(OH)2/C; hydrogen / methanol; water / 1 h

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With 20 % Pd(OH)2/C; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm201407j

Reference yield:

: 159294-99-2
1,2,3-trifluoro-5-vinylbenzene

: 1352130-00-7
(S,E)-5-chloro-N-(2-hydroxy-1-(3,4,5-trifluorophenyl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)pentanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 2H₂O*2K⁽¹⁺⁾*2O₄Os^(1-); tert-butylhypochlorite; hydroquinidein 1,4-phthalazinediyl diether; sodium hydroxide / propan-1-ol; water / 2.15 h

2: 20 % Pd(OH)2/C; hydrogen / methanol; water / 1 h

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With tert-butylhypochlorite; 20 % Pd(OH)2/C; 2H₂O*2K⁽¹⁺⁾*2O₄Os^(1-); hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydroquinidein 1,4-phthalazinediyl diether; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; propan-1-ol; water; N,N-dimethyl-formamide; 1: Sharpless aminohydroxylation;
DOI:10.1021/jm201407j