methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate

Base Information

Chemical Name:methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate
CAS No.:155741-63-2
Molecular Formula:C₂₅H₂₈N₆O₄
Molecular Weight:476.535
Hs Code.:

Synonyms:methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate

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Chemical Property of methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate

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Technology Process of methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate

There total 5 articles about methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate 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: 45.0%

: 2-butyl-1-<(4-carbomethoxyphenyl)methyl>-5-(chloromethyl)imidazole hydrochloride

: 250363-55-4
methyl 2-amino-4-azido benzoate

: 155741-63-2
methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate

Guidance literature:: With 2,6-dimethylpyridine; In toluene; at 120 ℃; for 5.5h;
DOI:10.1021/jm991050l

Reference yield:

: 250363-49-6
methyl (4-nitro-2-trifluoromethylcarbonylamino)benzoate

: 155741-63-2
methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / H₂ / 10 percent Pd/C / dimethylformamide / 12 h / 760 Torr

2.1: NaNO₂; 2 N aq. HCl / 5 h / -3 °C

2.2: 95 percent / aq. NaN₃ / 2.5 h / -3 °C

3.1: 89 percent / aq. K₂CO₃ / methanol / 18 h / 20 °C

4.1: 45 percent / 2,6-dimethylpyridine / toluene / 5.5 h / 120 °C

With 2,6-dimethylpyridine; hydrogenchloride; hydrogen; potassium carbonate; sodium nitrite; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene; 1.1: Reduction / 2.1: Diazotization / 2.2: Substitution / 3.1: Hydrolysis / 4.1: Alkylation;
DOI:10.1021/jm991050l

Reference yield:

: 3558-19-8
methyl 2-amino-4-nitrobenzoate

: 155741-63-2
methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methyl]amino]-4-azidobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / toluene / 24 h / Heating

2.1: 80 percent / H₂ / 10 percent Pd/C / dimethylformamide / 12 h / 760 Torr

3.1: NaNO₂; 2 N aq. HCl / 5 h / -3 °C

3.2: 95 percent / aq. NaN₃ / 2.5 h / -3 °C

4.1: 89 percent / aq. K₂CO₃ / methanol / 18 h / 20 °C

5.1: 45 percent / 2,6-dimethylpyridine / toluene / 5.5 h / 120 °C

With 2,6-dimethylpyridine; hydrogenchloride; hydrogen; potassium carbonate; sodium nitrite; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene; 1.1: Acylation / 2.1: Reduction / 3.1: Diazotization / 3.2: Substitution / 4.1: Hydrolysis / 5.1: Alkylation;
DOI:10.1021/jm991050l