N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine

Base Information

Chemical Name:N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine
CAS No.:173483-57-3
Molecular Formula:C₂₃H₂₄BrNO₄
Molecular Weight:458.352
Hs Code.:

Synonyms:N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine

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Chemical Property of N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine

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Technology Process of N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine

There total 6 articles about N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine 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: 96.0%

: 173483-56-2
N-(tert-butyloxycarbonyl)-1-(benzyloxy)-6-methoxy-3-naphthylamine

: 173483-57-3
N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine

Guidance literature:: With N-Bromosuccinimide; sulfuric acid; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1021/jo952033g

Reference yield:

ethylacetate-hexane: ethylacetate-hexane

concentrated H₂ SO₄: concentrated H₂ SO₄

: 173483-56-2
N-(tert-butyloxycarbonyl)-1-(benzyloxy)-6-methoxy-3-naphthylamine

: 173483-57-3
N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran;

Reference yield:

: 100-39-0
benzyl bromide

: 173483-57-3
N-(tert-butyloxycarbonyl)-4-(benzyloxy)-1-bromo-7-methoxy-2-naphthylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / K₂CO₃, Bu₄NI / dimethylformamide / 5 h / 25 °C

2: 95 percent / LiOH, H₂O / tetrahydrofuran; methanol / 18 h / 23 °C

3: 68 percent / DPPA, Et₃N / 10 h / Heating

4: 96 percent / conc. H₂SO₄, NBS / tetrahydrofuran / 2 h / -78 °C

With lithium hydroxide; N-Bromosuccinimide; sulfuric acid; diphenyl-phosphinic acid; water; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo952033g