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

Base Information

Chemical Name:methyl (1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)-D-alaninate
CAS No.:1613522-60-3
Molecular Formula:C₂₇H₂₄F₂N₄O₅
Molecular Weight:522.508
Hs Code.:

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

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Chemical Property of methyl (1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)-D-alaninate

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Technology Process of methyl (1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)-D-alaninate

There total 4 articles about methyl (1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)-D-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: 95.0%

: 1613522-41-0
1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl 4-methylbenzenesulfonate

: 14316-06-4
D-alanine methyl ester hydrochloride

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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 1h;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With N-ethylbis(isobutyl)amine; N-ethyl-N,N-diisopropylamine; In dichloromethane; 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

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

Guidance literature:: Multi-step reaction with 3 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

With N-ethylbis(isobutyl)amine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm5001908