(R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate

Base Information

Chemical Name:(R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate
CAS No.:1327274-57-6
Molecular Formula:C₁₇H₁₅FO₅
Molecular Weight:318.302
Hs Code.:

Synonyms:(R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate

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Chemical Property of (R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate

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Technology Process of (R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate

There total 3 articles about (R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate 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: 88.0%

: 98-01-1
furfural

: 1058856-52-2
(E)-ethyl 4-(4-fluorophenyl)-2-oxobut-3-enoate

: 1327274-57-6
(R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate

Guidance literature:: (E)-ethyl 4-(4-fluorophenyl)-2-oxobut-3-enoate; With (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

furfural; With N-ethyl-N,N-diisopropylamine; In dichloromethane; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol202040b

Reference yield:

: 515824-21-2
C₁₀H₇FO₃

: 1327274-57-6
(R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; toluene / 4 h / 95 °C / Inert atmosphere

2.1: (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

With hydrogenchloride; (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate; In dichloromethane; water; toluene; 2.1: Stetter reaction / 2.2: Stetter reaction;
DOI:10.1021/ol202040b

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 1327274-57-6
(R)-ethyl 4-(4-fluorophenyl)-5-(furan-2-yl)-2,5-dioxopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; water / 0.17 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

1.3: pH 2 / Inert atmosphere

2.1: hydrogenchloride / water; toluene / 4 h / 95 °C / Inert atmosphere

3.1: (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

3.2: Inert atmosphere

With hydrogenchloride; (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate; In methanol; dichloromethane; water; toluene; 3.1: Stetter reaction / 3.2: Stetter reaction;
DOI:10.1021/ol202040b