tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate

Base Information

Chemical Name:tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate
CAS No.:1428308-12-6
Molecular Formula:C₁₉H₂₁N₃O₄
Molecular Weight:355.393
Hs Code.:

Synonyms:tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate

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Chemical Property of tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate

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Technology Process of tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate

There total 4 articles about tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-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: 73.0%

: 1258544-93-2
methyl {(2S)-2-[(tert-butoxycarbonyl)amino]-3-(2-nitro-5-phenoxypyridin-3-yl)}propanoate

: 1428308-12-6
tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate

Guidance literature:: With ammonium chloride; zinc; In tetrahydrofuran; methanol; at 60 ℃; for 48h;
DOI:10.1039/c2md20166f

Reference yield:

: 1258544-92-1
3-bromo-2-nitro-5-phenoxypyridine

: 1428308-12-6
tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: zinc; iodine / N,N-dimethyl-formamide

1.2: 12 h / 60 °C

2.1: ammonium chloride; zinc / tetrahydrofuran; methanol / 48 h / 60 °C

With iodine; ammonium chloride; zinc; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.1: |Negishi Coupling / 1.2: |Negishi Coupling;
DOI:10.1039/c2md20166f

Reference yield:

: 1258544-91-0
3-bromo-5-fluoro-2-nitropyridine

: 1428308-12-6
tert-butyl [(3S)-2-oxo-6-phenoxy-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: caesium carbonate / acetonitrile / 2 h / 60 °C

2.1: zinc; iodine / N,N-dimethyl-formamide

2.2: 12 h / 60 °C

3.1: ammonium chloride; zinc / tetrahydrofuran; methanol / 48 h / 60 °C

With iodine; ammonium chloride; caesium carbonate; zinc; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; 2.1: |Negishi Coupling / 2.2: |Negishi Coupling;
DOI:10.1039/c2md20166f