tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate

Base Information

• Chemical Name: tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate
• CAS No.: 945893-19-6
• Molecular Formula: C₃₁H₃₆BrN₃O₅
• Molecular Weight: 610.548
• Mol file: 945893-19-6.mol

Synonyms:tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate

Chemical Property of tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate

There total 3 articles about tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate 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: 85.0%

5-bromo-2-((tert-butoxycarbonyl)amino)benzoic acid (306937-20-2) + 4-<2-(1,2,3,4-tetrahydro-6,7-dimethoxy-2-isoquinolyl)ethyl>benzenamine (82925-02-8) → tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate (945893-19-6)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1002/ejoc.200700142

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate (945893-19-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / [bmim]Br₃ / CH₂Cl₂ / 0.67 h / 20 °C

2: 60 percent / Na₂CO₃ / CH₂Cl₂ / 25 h / 20 - 40 °C

3: 85 percent / HOBt; HBTU; DIPEA / CH₂Cl₂ / 24 h / 0 - 20 °C

With sodium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/ejoc.200700142

Reference yield:

5-Bromo-2-aminobenzoic acid (5794-88-7) → tert-butyl-4-bromo-2-({4-[2-(6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl)ethyl]phenyl}carbamoyl)phenylcarbamate (945893-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Na₂CO₃ / CH₂Cl₂ / 25 h / 20 - 40 °C

2: 85 percent / HOBt; HBTU; DIPEA / CH₂Cl₂ / 24 h / 0 - 20 °C

With sodium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/ejoc.200700142

upstream raw materials:

5-bromo-2-((tert-butoxycarbonyl)amino)benzoic acid

4-<2-(1,2,3,4-tetrahydro-6,7-dimethoxy-2-isoquinolyl)ethyl>benzenamine

anthranilic acid

5-Bromo-2-aminobenzoic acid

Downstream raw materials:

2-amino-5-bromo-N-(4-{2-[6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-2-yl]ethyl}-phenyl)benzamide