1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Base Information

• Chemical Name: 1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate
• CAS No.: 1007579-56-7
• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.433
• Mol file: 1007579-56-7.mol

Synonyms:1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Chemical Property of 1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

There total 4 articles about 1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate 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:

6-trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (158984-84-0) + (3-(aminocarbonyl)phenyl)boronic acid (351422-73-6) → 1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (1007579-56-7)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (1007579-56-7)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran; dichloromethane / 72 h / 20 °C

2: triethylamine / dichloromethane / 0 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

N-tert-butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline (158984-83-9) → 1,1-dimethylethyl 6-[3-(aminocarbonyl)phenyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (1007579-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

6-trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

(3-(aminocarbonyl)phenyl)boronic acid

di-tert-butyl dicarbonate

N-tert-butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

3-(1,2,3,4-tetrahydro-6-isoquinolinyl)benzamide