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

Base Information

• Chemical Name: 5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-methylidene-1,2-dihydro-3H-benzindole
• CAS No.: 122745-38-4
• Molecular Formula: C₂₅H₂₅NO₃
• Molecular Weight: 387.478
• Mol file: 122745-38-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about 5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-methylidene-1,2-dihydro-3H-benzindole 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:

N-(tert-butyloxycarbonyl)-N-(2-propynyl)-4-(benzyloxy)-1-bromo-2-naphthylamine (122745-45-3) → 5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-methylidene-1,2-dihydro-3H-benzindole (122745-38-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 1h;

DOI:10.1021/ja00198a089

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-methylidene-1,2-dihydro-3H-benzindole (122745-38-4)

Guidance literature:

Multi-step reaction with 4 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

4: Bu₃SnH, AIBN / benzene / 1 h / 80 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; 1,4-dioxane; benzene;

DOI:10.1021/ja00198a089

Reference yield:

N-(tert-butyloxycarbonyl)-4-(benzyloxy)-2-naphthylamine (122745-36-2) → 5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-methylidene-1,2-dihydro-3H-benzindole (122745-38-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 100 percent / NaH / 3 h / 24 °C

3: Bu₃SnH, AIBN / benzene / 1 h / 80 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; benzene;

DOI:10.1021/ja00198a089

upstream raw materials:

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

di-tert-butyl dicarbonate

2,4-dinitronaphthalene

benzyl bromide

Downstream raw materials:

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

(+/-)-CBI-CDPI2

5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-(hydroxymethyl)-1,2-dihydro-3H-benzindole, (R)-(-)-O-acetyl mandelate ester

5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-(hydroxymethyl)-1,2-dihydro-3H-benzindole, (R)-(-)-O-acetylmandelate ester