(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

Base Information

Chemical Name:(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol
CAS No.:1226633-02-8
Molecular Formula:C₂₅H₂₄F₂N₄O₃
Molecular Weight:466.487
Hs Code.:

(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

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Chemical Property of (E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

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Technology Process of (E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

There total 4 articles about (E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol 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:

: 1352130-08-5
C₁₃H₁₄BrF₂NO₂

: 1226633-02-8
(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

: 1226632-96-7
(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / N,N-dimethyl-formamide / -10 - 20 °C

2: potassium tert-butylate / tetrahydrofuran / -70 - 12 °C / Inert atmosphere

3: potassium tert-butylate / tetrahydrofuran / -78 - -20 °C / Inert atmosphere

4: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 20 °C / Cooling with ice

5: OD-H column / isopropyl alcohol / Resolution of racemate

With sodium tetrahydroborate; potassium tert-butylate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; isopropyl alcohol; 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j

Reference yield:

: 1080671-43-7
(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

: 1226633-02-8
(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

: 1226632-96-7
(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

Guidance literature:: With OD-H column; In isopropyl alcohol; Resolution of racemate;
DOI:10.1021/jm201407j

Reference yield:

: 1352130-26-7
C₁₉H₂₅F₂N₂O₆P

: 1226633-02-8
(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

: 1226632-96-7
(E)-(3-(3,5-difluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)methanol

Guidance literature:: Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / -78 - -20 °C / Inert atmosphere

2: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 20 °C / Cooling with ice

3: OD-H column / isopropyl alcohol / Resolution of racemate

With sodium tetrahydroborate; potassium tert-butylate; In tetrahydrofuran; methanol; isopropyl alcohol; 1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j