di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

Base Information

Chemical Name:di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate
CAS No.:528836-60-4
Molecular Formula:C₃₂H₄₃Br₂N₃O₈
Molecular Weight:757.517
Hs Code.:

Synonyms:di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

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Chemical Property of di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

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Technology Process of di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

There total 7 articles about di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-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: 69.0%

: 528836-49-9
di-tert-butyl 4-{[4'-(N,N-bis(2''-mesyloxyethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

: 528836-60-4
di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

Guidance literature:: With lithium bromide; In tetrahydrofuran; for 1.5h; Heating;
DOI:10.1021/jm020462i

Reference yield:

: 18226-17-0
N,N-bis(2-hydroxyethyl)-4-nitroaniline

: 528836-60-4
di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / imidazole / dimethylformamide / 20 h / 20 °C

2: 95 percent / H₂ / Pd/C / tetrahydrofuran / 6 h

3: Et₃N / CH₂Cl₂ / 0.25 h

4: 3.73 g / dibutyl laurate / CH₂Cl₂ / 20 °C

5: 99 percent / triethylamine trihydrofluoride / tetrahydrofuran / 20 °C

6: 95 percent / 4-(N,N-dimethyl)aminopyridine; Et₃N / CH₂Cl₂ / 20 °C

7: 69 percent / LiBr / tetrahydrofuran / 1.5 h / Heating

With 1H-imidazole; dmap; dibutyl laurate; triethylamine trihydrofluoride; hydrogen; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm020462i

Reference yield:

: 304015-61-0
N,N-bis(2-{[tert-butyldimethylsilyl]oxy}ethyl)-4-nitroaniline

: 528836-60-4
di-tert-butyl 4-{[4'-(N,N-bis(2''-bromoethyl)amino)phenyl]carbamoyloxymethyl}phenyloxycarbonyl-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂ / Pd/C / tetrahydrofuran / 6 h

2: Et₃N / CH₂Cl₂ / 0.25 h

3: 3.73 g / dibutyl laurate / CH₂Cl₂ / 20 °C

4: 99 percent / triethylamine trihydrofluoride / tetrahydrofuran / 20 °C

5: 95 percent / 4-(N,N-dimethyl)aminopyridine; Et₃N / CH₂Cl₂ / 20 °C

6: 69 percent / LiBr / tetrahydrofuran / 1.5 h / Heating

With dmap; dibutyl laurate; triethylamine trihydrofluoride; hydrogen; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm020462i