2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

Base Information

Chemical Name:2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene
CAS No.:173483-59-5
Molecular Formula:C₂₅H₂₆BrNO₅
Molecular Weight:500.389
Hs Code.:

Synonyms:2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

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Chemical Property of 2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

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Technology Process of 2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

There total 8 articles about 2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene 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:

ethylacetate-hexane: ethylacetate-hexane

: Me₂ S

: 173483-58-4
2-[N-(tert-Butyloxycarbonyl)-N-(3-methyl-2-buten-1-yl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

: 173483-59-5
2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

Guidance literature:: With O₃; oxygen; In CH₃ OH-CH₂ Cl₂;

Reference yield:

: 100-39-0
benzyl bromide

: 173483-59-5
2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

Guidance literature:: Multi-step reaction with 6 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

5: 95 percent / NaH / paraffin; dimethylformamide / 8 h / 24 °C

6: 1.) O₃, O₂, 2.) Me₂S / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 2.9 min, 2.) -78 deg C, 5 min; 24 deg C, 6 h

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

Reference yield:

: 173483-53-9
ethyl 1-hydroxy-6-methoxynaphthalene-3-carboxylate

: 173483-59-5
2-[N-(tert-Butyloxycarbonyl)-N-(formylmethyl)]amino-4-benzyloxy-1-bromo-7-methoxynaphthalene

Guidance literature:: Multi-step reaction with 6 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

5: 95 percent / NaH / paraffin; dimethylformamide / 8 h / 24 °C

6: 1.) O₃, O₂, 2.) Me₂S / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 2.9 min, 2.) -78 deg C, 5 min; 24 deg C, 6 h

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