methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

Base Information

Chemical Name:methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate
CAS No.:1259522-36-5
Molecular Formula:C₂₄H₂₅FN₂O₄
Molecular Weight:424.472
Hs Code.:

Synonyms:methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

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Chemical Property of methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

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Technology Process of methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

There total 5 articles about methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate 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: 77.0%

: 24424-99-5
di-tert-butyl dicarbonate

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

: 1259522-36-5
methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/acs.jmedchem.6b00827

Reference yield:

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

: 1259522-36-5
methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 1259522-29-6
methyl 2-ethyl-6-fluoro-3-phenylquinoline-4-carboxylate

: 1259522-36-5
methyl 2-(1-(tert-butoxycarbonylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

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