6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: 6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester
• CAS No.: 164148-94-1
• Molecular Formula: C₂₈H₃₆N₄O₅
• Molecular Weight: 508.618
• Mol file: 164148-94-1.mol

Synonyms:

Chemical Property of 6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester

There total 5 articles about 6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester 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:

bromoacetic acid tert-butyl ester (5292-43-3) → 6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester (164148-94-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / K₂CO₃ / acetonitrile / 24 h / 20 °C

2: 60 percent / (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide)*HCl; DMAP / CH₂Cl₂ / 12 h / 20 °C

3: 0.34 g

With dmap; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetonitrile; 1: Condensation / 2: Condensation;

DOI:10.1021/jm990365y

Reference yield:

6-amino-3,4-dihydro-isoquinoline-1(2H)-one (22246-00-0) → 6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester (164148-94-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.6 g / LiAlH₄ / tetrahydrofuran / 72 h / Heating

2: 70 percent / K₂CO₃ / acetonitrile / 24 h / 20 °C

3: 60 percent / (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide)*HCl; DMAP / CH₂Cl₂ / 12 h / 20 °C

4: 0.34 g

With dmap; lithium aluminium tetrahydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Reduction / 2: Condensation / 3: Condensation;

DOI:10.1021/jm990365y

Reference yield:

1,2,3,4-tetrahydroisoquinolin-6-amine (72299-67-3) → 6-[[4-[[[(1,1-dimethylethoxy)carbonyl]amino]iminomethyl]benzoyl]amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester (164148-94-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / K₂CO₃ / acetonitrile / 24 h / 20 °C

2: 60 percent / (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide)*HCl; DMAP / CH₂Cl₂ / 12 h / 20 °C

3: 0.34 g

With dmap; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetonitrile; 1: Condensation / 2: Condensation;

DOI:10.1021/jm990365y

upstream raw materials:

di-tert-butyl dicarbonate

6-[(4-cyanobenzoyl)amino]-1,2,3,4-tetrahydroisoquinolineacetic acid 1,1-dimethylethyl ester

bromoacetic acid tert-butyl ester

6-amino-3,4-dihydro-isoquinoline-1(2H)-one

Refernces