tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate

Base Information

Chemical Name:tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate
CAS No.:1259522-77-4
Molecular Formula:C₂₅H₂₈FN₃O₃
Molecular Weight:437.514
Hs Code.:

Synonyms:tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate

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Chemical Property of tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate

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Technology Process of tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate

There total 8 articles about tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate 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: 69.0%

: 1259522-66-1
(S)-2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

: 75-04-7,85404-22-4
ethylamine

: 1259522-77-4
tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/acs.jmedchem.6b00827

Reference yield:

: 1259522-28-5
methyl 2-(1-aminoethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

: 1259522-77-4
tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

2: AS-H column / methanol / Resolution of racemate

3: sodium hydroxide / methanol / 60 °C

4: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b00827

Reference yield:

: 1007-32-5
benzyl ethyl ketone

: 1259522-77-4
tert-butyl (S)-1-(4-(ethylcarbamoyl)-6-fluoro-3-phenylquinolin-2-yl)ethylcarbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium hydroxide / ethanol / 3 h / Reflux

2.1: thionyl chloride / dichloromethane / 20 °C

2.2: 2 h / 20 °C

3.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; dibenzoyl peroxide / tetrachloromethane / 3 h / Reflux

4.1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

6.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

7.1: AS-H column / methanol / Resolution of racemate

8.1: sodium hydroxide / methanol / 60 °C

9.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

With thionyl chloride; sodium azide; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; palladium 10% on activated carbon; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b00827