(2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide

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Chemical Name:(2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide
CAS No.:287476-43-1
Molecular Formula:C₂₄H₂₁FN₂O₄
Molecular Weight:420.44
Hs Code.:

Synonyms:(2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide

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Chemical Property of (2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide

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Technology Process of (2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide

There total 8 articles about (2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide 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:

: 126587-41-5
tert-butyl (2R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

: 287476-43-1
(2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 31 percent / I₂; pyridine / CCl₄

2: Pd(PPh₃)4; aq. Na₂CO₃ / toluene / 1 h / Heating

3: H₂ / 20percent Pd(OH)2/C / ethanol / 2280.15 Torr

4: 0.5 M aq. HCl / tetrahydrofuran

5: aq. H₅IO₆; CrO₃ / acetonitrile / 0 °C

6: BOP; i-Pr₂NEt / CH₂Cl₂

7: HCl / CH₂Cl₂

With pyridine; chromium(VI) oxide; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; iodine; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; periodic acid; N-ethyl-N,N-diisopropylamine; 20percent Pd(OH)2/C; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; toluene; acetonitrile; 1: Iodination / 2: Suzuki coupling / 3: Catalytic hydrogenation / 4: desilylation / 5: Oxidation / 6: Acylation / 7: acidolysis;
DOI:10.1021/jm0001368

Reference yield:

: 287476-37-3
5-(tert-butyl-dimethyl-silanyloxymethyl)-3-iodo-2-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

: 287476-43-1
(2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 6 steps

1: Pd(PPh₃)4; aq. Na₂CO₃ / toluene / 1 h / Heating

2: H₂ / 20percent Pd(OH)2/C / ethanol / 2280.15 Torr

3: 0.5 M aq. HCl / tetrahydrofuran

4: aq. H₅IO₆; CrO₃ / acetonitrile / 0 °C

5: BOP; i-Pr₂NEt / CH₂Cl₂

6: HCl / CH₂Cl₂

With chromium(VI) oxide; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; periodic acid; N-ethyl-N,N-diisopropylamine; 20percent Pd(OH)2/C; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile; 1: Suzuki coupling / 2: Catalytic hydrogenation / 3: desilylation / 4: Oxidation / 5: Acylation / 6: acidolysis;
DOI:10.1021/jm0001368

Reference yield:

: 1025874-74-1
5-(tert-butyl-dimethyl-silanyloxymethyl)-3-[3-(4-fluoro-phenoxy)-phenyl]-2-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

: 287476-43-1
(2R,4S)-4-[3-(4-Fluoro-phenoxy)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 20percent Pd(OH)2/C / ethanol / 2280.15 Torr

2: 0.5 M aq. HCl / tetrahydrofuran

3: aq. H₅IO₆; CrO₃ / acetonitrile / 0 °C

4: BOP; i-Pr₂NEt / CH₂Cl₂

5: HCl / CH₂Cl₂

With chromium(VI) oxide; hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; periodic acid; N-ethyl-N,N-diisopropylamine; 20percent Pd(OH)2/C; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile; 1: Catalytic hydrogenation / 2: desilylation / 3: Oxidation / 4: Acylation / 5: acidolysis;
DOI:10.1021/jm0001368