tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate

Base Information

Chemical Name:tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate
CAS No.:1602492-16-9
Molecular Formula:C₂₇H₂₇F₄N₃O₄
Molecular Weight:533.523
Hs Code.:

Synonyms:tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate

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Chemical Property of tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate

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Technology Process of tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate

There total 8 articles about tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate 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:

: 1151805-34-3
{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}acetaldehyde

: 13404-22-3
tert-butyl L-alaninate hydrochloride

: 1602492-16-9
tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate

Guidance literature:: {4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}acetaldehyde; tert-butyl L-alaninate hydrochloride; With sodium tris(acetoxy)borohydride; at 20 ℃; for 3.5h;

With sodium carbonate; In water; for 0.333333h;

Reference yield:

: 1151805-32-1
2-(4-amino-3,5-difluorophenyl)ethanol

: 1602492-16-9
tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid / 2.5 h / 80 °C

1.2: 0.75 h / 80 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: Reflux

3.1: hydrogenchloride / water / 21.5 h / Reflux

4.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5.1: sodium tris(acetoxy)borohydride / 3.5 h / 20 °C

5.2: 0.33 h

With hydrogenchloride; sodium tris(acetoxy)borohydride; Dess-Martin periodane; acetic acid; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; water;

Reference yield:

: 19064-24-5
2,6-difluoro-1-nitrobenzene

: 1602492-16-9
tert-butyl N-(2-{4-[6-amino-5-(2,4-difluorobenzoyl)-2-oxopyridin-1(2H)-yl]-3,5-difluorophenyl}ethyl)-L-alaninate

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 2.5 h / -35 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 3.33 h / 0 - 20 °C

3.1: dimethylsulfide borane complex / tetrahydrofuran / 16.33 h / 0 - 20 °C / Inert atmosphere

3.2: 0 °C

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 40 h / 20 °C / Inert atmosphere

5.1: acetic acid / 2.5 h / 80 °C

5.2: 0.75 h / 80 °C

6.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.2: Reflux

7.1: hydrogenchloride / water / 21.5 h / Reflux

8.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

9.1: sodium tris(acetoxy)borohydride / 3.5 h / 20 °C

9.2: 0.33 h

With hydrogenchloride; dimethylsulfide borane complex; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium tris(acetoxy)borohydride; Dess-Martin periodane; acetic acid; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;