(Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one

Base Information

Chemical Name:(Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one
CAS No.:1004791-37-0
Molecular Formula:C₂₆H₂₄F₃N₃O₃
Molecular Weight:483.49
Hs Code.:

Synonyms:(Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one

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Chemical Property of (Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one

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Technology Process of (Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one

There total 14 articles about (Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one 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:

: 68766-96-1
ethyl (R)-2-pyrrolidone-5-carboxylate

: 1004791-37-0
(Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: triethylamine / dmap / tetrahydrofuran / 5 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: tetrahydrofuran / 1 h / -40 °C

3.1: hydrogenchloride / ethyl acetate / 3 h / 20 °C

4.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 20 °C

5.1: triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C

5.2: 0.33 h / 20 °C

6.1: lithium borohydride / tetrahydrofuran / 13.5 h / 0 - 20 °C

7.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran / 0.75 h / -78 °C

7.2: 1 h / -78 - 20 °C

8.1: tetrahydrofuran / 1 h / -78 °C

9.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

10.1: 4 h / 120 °C

11.1: L-Selectride / tetrahydrofuran / 1 h / 0 °C

11.2: 0.33 h / 0 °C

With hydrogenchloride; lithium borohydride; oxalyl dichloride; hydrogen; L-Selectride; dimethyl sulfoxide; triethylamine; dmap; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 870837-18-6
3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

: 1004791-36-9
(1S,6S,8aR)-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione

: 1004791-37-0
(Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one

Guidance literature:: (1S,6S,8aR)-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione; With L-Selectride; In tetrahydrofuran; at 0 ℃; for 1h;

With sodium hydroxide; water; In tetrahydrofuran; at 0 ℃; for 0.333333h;

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde; With dihydrogen peroxide; triphenylphosphine hydrobromide; triethylamine; more than 3 stages;

Reference yield:

: 870837-18-6
3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

: C₁₄H₁₄F₃NO₃

: 1004791-37-0
(Z)-(1S,6S,8aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrole[2,1-c][1,4]oxazine-4-one

Guidance literature:: C₁₄H₁₄F₃NO₃; With triphenylphosphine hydrobromide; In acetonitrile; for 1h; Heating / reflux;

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde; With triethylamine; In acetonitrile; at 20 ℃; for 10h;