(Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one

Base Information

Chemical Name:(Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one
CAS No.:1004791-19-8
Molecular Formula:C₂₆H₂₄F₃N₃O₄
Molecular Weight:499.489
Hs Code.:

Synonyms:(Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one

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Chemical Property of (Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one

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Technology Process of (Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one

There total 14 articles about (Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-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:

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

: C₁₄H₁₄F₃NO₄

: 1004791-19-8
(Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one

Guidance literature:: C₁₄H₁₄F₃NO₄; With triphenylphosphine hydrobromide; In acetonitrile; for 2h; Heating / reflux;

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde; With triethylamine; In acetonitrile; at 20 ℃; for 12h;

Reference yield:

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

: 1050392-08-9
(6R,9aR)-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro-[1,4]oxazino[3,4-c][1,4]oxazin-3,4-dione

: 1004791-19-8
(Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one

: 1050392-12-5
(Z)-(1R,6R,9aR)-3-[3-methoxy-4-(4-methylimidazol-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro-[1,4]oxazino[3,4-c][1,4]oxazin-4-one

Guidance literature:: (6R,9aR)-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro-[1,4]oxazino[3,4-c][1,4]oxazin-3,4-dione; With L-Selectride; In tetrahydrofuran; at -30 - -20 ℃; for 2h;

With sodium hydroxide; water; In tetrahydrofuran; at -20 - 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:

: 937400-28-7
(5S)-5-[(benzyloxy)methyl]morpholin-3-one

: 1004791-19-8
(Z)-(1S,6R,9aR)-3-[3-methoxy-4-(4-methyl-1H-imidazole-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro[1,4]oxazino[3,4-c][1,4]oxazine-4-one

: 1050392-12-5
(Z)-(1R,6R,9aR)-3-[3-methoxy-4-(4-methylimidazol-1-yl)benzylidene]-1-methyl-6-(3,4,5-trifluorophenyl)tetrahydro-[1,4]oxazino[3,4-c][1,4]oxazin-4-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / dmap / acetonitrile / 3 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: tetrahydrofuran; diethyl ether / 2 h / -40 - -35 °C

3.1: hydrogenchloride / ethyl acetate / 12 h / 20 °C

3.2: 22 h

4.1: sodium hydrogencarbonate / tetrahydrofuran; water / 15.17 h / 0 - 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran / 0.58 h / -78 °C

5.2: 1.5 h / -78 - 20 °C

6.1: tetrahydrofuran / 1 h / -78 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

8.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

9.1: L-Selectride / tetrahydrofuran / 2 h / -30 - -20 °C

9.2: 0.33 h / -20 - 0 °C

With pyridine; hydrogenchloride; oxalyl dichloride; tetrabutyl ammonium fluoride; L-Selectride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; dmap; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile;