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

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)-N-(2-propynyl)-4-(benzyloxy)-1-bromo-2-naphthylamine
• CAS No.: 122745-45-3
• Molecular Formula: C₂₅H₂₄BrNO₃
• Molecular Weight: 466.374
• Mol file: 122745-45-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about N-(tert-butyloxycarbonyl)-N-(2-propynyl)-4-(benzyloxy)-1-bromo-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: 100.0%

2-((tert-Butyloxycarbonyl)amino)-4-(benzyloxy)-1-bromonaphthalene (122745-37-3) + propargyl bromide (106-96-7) → N-(tert-butyloxycarbonyl)-N-(2-propynyl)-4-(benzyloxy)-1-bromo-2-naphthylamine (122745-45-3)

Guidance literature:

With sodium hydride; at 24 ℃; for 3h;

DOI:10.1021/ja00198a089

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butyloxycarbonyl)-N-(2-propynyl)-4-(benzyloxy)-1-bromo-2-naphthylamine (122745-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / dioxane / 3 h / 95 °C

2: 98 percent / N-bromosuccinimide, H₂SO₄ / tetrahydrofuran / 5 h / -60 °C

3: 100 percent / NaH / 3 h / 24 °C

With N-Bromosuccinimide; sulfuric acid; sodium hydride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/ja00198a089

Reference yield:

N-(tert-butyloxycarbonyl)-4-(benzyloxy)-2-naphthylamine (122745-36-2) → N-(tert-butyloxycarbonyl)-N-(2-propynyl)-4-(benzyloxy)-1-bromo-2-naphthylamine (122745-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / N-bromosuccinimide, H₂SO₄ / tetrahydrofuran / 5 h / -60 °C

2: 100 percent / NaH / 3 h / 24 °C

With N-Bromosuccinimide; sulfuric acid; sodium hydride; In tetrahydrofuran;

DOI:10.1021/ja00198a089

upstream raw materials:

2-((tert-Butyloxycarbonyl)amino)-4-(benzyloxy)-1-bromonaphthalene

propargyl bromide

di-tert-butyl dicarbonate

2,4-dinitronaphthalene

Downstream raw materials:

5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-methyl-3H-benzindole

5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-methylidene-1,2-dihydro-3H-benzindole

5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-(hydroxymethyl)-1,2-dihydro-3H-benzindole

tert-Butyl(S)-5-(benzyloxy)-1-(chloromethyl)-1,2-dihydro-3H-benzo[e]indole-3-carboxylate