methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate

Base Information

Chemical Name:methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate
CAS No.:1613522-33-0
Molecular Formula:C₂₀H₁₈F₂N₄O₅
Molecular Weight:432.384
Hs Code.:

Synonyms:methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate

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Chemical Property of methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate

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Technology Process of methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate

There total 6 articles about methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate 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: 40.0%

: 1613522-60-3
methyl (1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)-D-alaninate

: 1613522-33-0
methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃;
DOI:10.1021/jm5001908

Reference yield:

: 1613522-40-9
1-(benzyloxy)-N-(2,4-difluorobenzyl)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

: 1613522-33-0
methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethylbis(isobutyl)amine / dichloromethane; acetonitrile / 20 °C

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 50 °C

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

With N-ethylbis(isobutyl)amine; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm5001908

Reference yield:

: 1561139-54-5
methyl 1-(benzyloxy)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

: 1613522-33-0
methyl (R)-2-((3-((2,4-difluorobenzyl)carbamoyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)amino)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: N,N-dimethyl-formamide / 2 h / 140 °C / Microwave irradiation

2: N-ethylbis(isobutyl)amine / dichloromethane; acetonitrile / 20 °C

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 50 °C

4: hydrogen; palladium 10% on activated carbon / methanol; ethyl acetate / 20 °C

With N-ethylbis(isobutyl)amine; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm5001908