(R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

Base Information

Chemical Name:(R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate
CAS No.:1500076-51-6
Molecular Formula:C₂₅H₂₆F₃N₃O₃
Molecular Weight:473.495
Hs Code.:

Synonyms:(R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

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Chemical Property of (R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

Chemical Property:

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Technology Process of (R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

There total 5 articles about (R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate 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: 75.0%

: 10349-57-2
Quinoline-6-carboxylic acid

: 1500076-35-6
(R)-tert-butyl (4-amino-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

: 1500076-51-6
(R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

Guidance literature:: Quinoline-6-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;

(R)-tert-butyl (4-amino-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate; In dichloromethane; at 20 ℃; for 14h;
DOI:10.1002/cmdc.201300104

Reference yield:

: 1048703-14-5
(R)-tert-butyl (4-hydroxy-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

: 1500076-51-6
(R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.5 h / 20 °C

2.1: sodium azide / N,N-dimethyl-formamide / 18 h / 67 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.5 h / 0 °C

4.2: 14 h / 20 °C

With sodium azide; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300104

Reference yield:

: 881995-73-9
3-(R)-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyric acid methyl ester

: 1500076-51-6
(R)-tert-butyl (4-(quinoline-6-carboxamido)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 0.5 h / 20 °C

3.1: sodium azide / N,N-dimethyl-formamide / 18 h / 67 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.5 h / 0 °C

5.2: 14 h / 20 °C

With lithium borohydride; sodium azide; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300104