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

Base Information

Chemical Name:(S)-2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid
CAS No.:1259522-66-1
Molecular Formula:C₂₃H₂₃FN₂O₄
Molecular Weight:410.445
Hs Code.:

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

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Chemical Property of (S)-2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

Chemical Property:

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Technology Process of (S)-2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

There total 7 articles about (S)-2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid 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:

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 239065-02-2
tert-butyl (S)-(3-oxo-4-phenylbutan-2-yl)carbamate

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

Guidance literature:: 5-fluoro-1H-indole-2,3-dione; tert-butyl (S)-(3-oxo-4-phenylbutan-2-yl)carbamate; With potassium hydroxide; In ethanol; at 90 ℃;

With hydrogenchloride; In water;

Reference yield:

: 443-69-6
5-fluoro-1H-indole-2,3-dione

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

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: sodium hydroxide / methanol / 60 °C

With triethylamine; sodium hydroxide; In tetrahydrofuran; methanol;
DOI:10.1021/acs.jmedchem.6b00827