1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline

Base Information

Chemical Name:1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline
CAS No.:99604-74-7
Molecular Formula:C₃₀H₂₂BrN₃O₃
Molecular Weight:552.427
Hs Code.:

Synonyms:1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline

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Chemical Property of 1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline

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Technology Process of 1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline

There total 17 articles about 1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline 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%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 154406-12-9
1-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-methyl-9H-β-carboline-3-carboxylic acid

: 99604-74-7
1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline

Guidance literature:: DOI:10.1039/c39930001463

Reference yield: 52.0%

: 99573-20-3
2-Amino-3-(benzyloxy)-4-bromobenzaldehyde

: 99573-33-8
1-acetyl-3-(methoxycarbonyl)-4-methyl-β-carboline

: 99604-74-7
1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline

Guidance literature:: With N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; methanol; at 25 ℃; for 18h;
DOI:10.1021/jo00350a070

Reference yield:

: 92611-31-9
3-amino-4-(2-bromophenyl)-2,6-bis(methoxycarbonyl)-5-methylpyridine

: 99604-74-7
1-(8-(benzyloxy)-7-bromo-2-quinolinyl)-3-(methoxycarbonyl)-4-methyl-β-carboline

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / potassiumcarbonate / tetrahydrofuran / 22 h / 50 °C

2: 98 percent / sodium hydride / tetrahydrofuran / 4 h / Heating

3: 100 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 12 h / 0 °C

4: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 40 min

5: aluminum amalgam / tetrahydrofuran; H₂O / 0.25 h / -15 - -10 °C

6: 54 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dioxane / 18 h / 100 °C

7: 52 percent / benzyltrimethylammonium hydroxide (Triton B) / methanol; tetrahydrofuran / 18 h / 25 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; aluminium amalgam; N-benzyl-trimethylammonium hydroxide; sodium hydride; potassium carbonate; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/jo00350a070