3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

Base Information

Chemical Name:3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol
CAS No.:1613148-60-9
Molecular Formula:C₃₆H₄₄F₂N₄O₈
Molecular Weight:698.764
Hs Code.:

Synonyms:3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

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Chemical Property of 3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

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Technology Process of 3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

There total 12 articles about 3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol 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: 62.0%

: 1613148-10-9
3-bromo-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

: 1613148-57-4
N,N-bis(tert-butoxycarbonyl)-3-(1-(2,5-difluorophenyl)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

: 1613148-60-9
3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 2.5h; Inert atmosphere;

Reference yield:

: 1184950-48-8
3-bromo-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridine

: 1613148-60-9
3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

2: trifluoroacetic acid / methanol; chloroform / 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 2.5 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; water;

Reference yield:

: 2646-90-4
2,5-difluorobenzaldehyde

: 1613148-60-9
3-(6-(bis(tert-butoxycarbonyl)amino)-5-(1-(2,5-difluorophenyl)ethoxy)pyridin-3-yl)-6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-8-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

2.2: 0 - 20 °C

3.1: hydrogenchloride; iron / 3 h / 100 °C

4.1: N-Bromosuccinimide / acetonitrile / 0.67 h / 0 °C

5.1: dmap / N,N-dimethyl-formamide / 24 h / 20 °C

6.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

7.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 2.5 h / 90 °C / Inert atmosphere

With hydrogenchloride; dmap; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; iron; sodium hydride; caesium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; mineral oil;