(S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

Base Information

Chemical Name:(S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide
CAS No.:843647-54-1
Molecular Formula:C₁₉H₂₀FN₃O₃
Molecular Weight:357.385
Hs Code.:

Synonyms:(S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

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Chemical Property of (S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

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Technology Process of (S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

There total 7 articles about (S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide 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: 94.0%

: 843647-53-0
(S)-N-((3-(4'-(azidomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

: 843647-54-1
(S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

Guidance literature:: With water; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 12h;
DOI:10.1016/j.bmcl.2008.10.014

Reference yield:

: 380380-56-3
(S)-5-(aminomethyl)-3-(3-fluorophenyl)oxazolidin-2-one

: 843647-54-1
(S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: trifluoroacetic acid; N-iodo-succinimide / 2 h / 20 °C / Inert atmosphere

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 10 h / Inert atmosphere; Reflux

4: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

5: sodium azide / N,N-dimethyl-formamide / 14 h / 70 °C / Inert atmosphere

6: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

With 1H-imidazole; dmap; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; palladium 10% on activated carbon; hydrogen; iodine; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.ejmech.2020.113002

Reference yield:

: (S)-5-(((4-chlorobenzylidene)amino)methyl)-3-(3-fluorophenyl)oxazolidin-2-one

: 843647-54-1
(S)-N-((3-(4'-(aminomethyl)-2-fluoro-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: isobutylamine / toluene / 14 h / 83 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: trifluoroacetic acid; N-iodo-succinimide / 2 h / 20 °C / Inert atmosphere

4: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 10 h / Inert atmosphere; Reflux

5: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

6: sodium azide / N,N-dimethyl-formamide / 14 h / 70 °C / Inert atmosphere

7: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

With 1H-imidazole; dmap; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; palladium 10% on activated carbon; hydrogen; iodine; isobutylamine; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.ejmech.2020.113002