diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate

Base Information

• Chemical Name: diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate
• CAS No.: 528837-18-5
• Molecular Formula: C₃₀H₃₆Br₂N₄O₇
• Molecular Weight: 724.446
• Mol file: 528837-18-5.mol

Synonyms:diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate

Chemical Property of diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate

There total 7 articles about diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate 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%

diallyl 4-{[2'-(N,N-bis(2''-mesyloxyethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate (528837-09-4) → diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate (528837-18-5)

Guidance literature:

With lithium bromide; In tetrahydrofuran; Heating;

DOI:10.1021/jm020462i

Reference yield:

N,N-bis(2-hydroxyethyl)-2-nitroaniline (7334-82-9) → diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate (528837-18-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 95.1 percent / imidazole / dimethylformamide / 20 °C

2: 99 percent / H₂ / Pd/C / tetrahydrofuran

3: Et₃N / CH₂Cl₂

4: 1.99 g / dibutyltin laurate / CH₂Cl₂ / 20 °C

5: 63.5 percent / triethylamine trihydrofluoride / tetrahydrofuran / 20 °C

6: 57 percent / 4-(N,N-dimethyl)aminopyridine; Et₃N / CH₂Cl₂ / 20 °C

7: 85 percent / LiBr / tetrahydrofuran / Heating

With 1H-imidazole; dmap; dibutyltin(II) dilaurate; triethylamine trihydrofluoride; hydrogen; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm020462i

Reference yield:

2-nitro-N,N-bis[2'-(tert-butyldimethylsilyloxy)ethyl]aniline (528836-34-2) → diallyl 4-{[2'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate (528837-18-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / H₂ / Pd/C / tetrahydrofuran

2: Et₃N / CH₂Cl₂

3: 1.99 g / dibutyltin laurate / CH₂Cl₂ / 20 °C

4: 63.5 percent / triethylamine trihydrofluoride / tetrahydrofuran / 20 °C

5: 57 percent / 4-(N,N-dimethyl)aminopyridine; Et₃N / CH₂Cl₂ / 20 °C

6: 85 percent / LiBr / tetrahydrofuran / Heating

With dmap; dibutyltin(II) dilaurate; triethylamine trihydrofluoride; hydrogen; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm020462i

upstream raw materials:

diallyl 4-{[2'-(N,N-bis(2''-mesyloxyethyl)amino)phenyl]carbamoyloxymethyl}phenylcarbamoyl-L-glutamate

N,N-bis(2-hydroxyethyl)-2-nitroaniline

2-nitro-N,N-bis[2'-(tert-butyldimethylsilyloxy)ethyl]aniline

2-amino-N,N-bis[2'-(tert-butyldimethylsilyloxy)ethyl]aniline