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

Base Information

• Chemical Name: methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl-4-t]-1H-imidazol-5-yl]methyl-t]amino]-4-azidobenzoate
• CAS No.: 250363-75-8
• Molecular Formula: C₂₅H₂₈N₆O₄
• Molecular Weight: 480.519

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

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

Chemical Property:

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

There total 8 articles about methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl-4-t]-1H-imidazol-5-yl]methyl-t]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:

2-butyl-4-chloro-1-<(4-carbomethoxyphenyl)methyl>-1H-imidazole-5-carboxaldehyde (133040-02-5) → methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl-4-t]-1H-imidazol-5-yl]methyl-t]amino]-4-azidobenzoate (250363-75-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / [⁽³⁾H]2; Et₃N / 10 percent Pd/C / methyl acetate / 2 h / 760 Torr

2: 89 percent / NaB[⁽³⁾H]4 / methanol / 0.33 h / 0 °C

3: SOCl₂ / CHCl₃ / 1.5 h / 0 °C

4: 2,6-dimethylpyridine / toluene / 5.5 h / 120 °C

With 2,6-dimethylpyridine; thionyl chloride; tritium; sodium boron [ 3H]hydride; triethylamine; palladium on activated charcoal; In methanol; chloroform; acetic acid methyl ester; toluene; 1: Substitution / 2: Reduction / 3: Substitution / 4: Alkylation;

DOI:10.1021/jm991050l

Reference yield:

methyl (4-nitro-2-trifluoromethylcarbonylamino)benzoate (250363-49-6) → methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl-4-t]-1H-imidazol-5-yl]methyl-t]amino]-4-azidobenzoate (250363-75-8)

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: 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:

methyl 2-amino-4-nitrobenzoate (3558-19-8) → methyl 2-[[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl-4-t]-1H-imidazol-5-yl]methyl-t]amino]-4-azidobenzoate (250363-75-8)

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: 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

upstream raw materials:

methyl 2-amino-4-azido benzoate

methyl 4-[[2-butyl-5-chloromethyl-t-4-t-imidazol-1-yl]methyl]benzoate

2-butyl-4-chloro-1-<(4-carbomethoxyphenyl)methyl>-1H-imidazole-5-carboxaldehyde

methyl (4-amino-2-trifluoromethylcarbonylamino)benzoate

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