4-{N^α-[N^Im(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol

Base Information

• Chemical Name: 4-{N^α-[N^Im(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol
• CAS No.: 291779-97-0
• Molecular Formula: C₂₇H₂₆N₁₀O₁₁
• Molecular Weight: 666.564

Synonyms:4-{N^α-[N^Im(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol

Chemical Property of 4-{N^α-[N^Im(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol

Chemical Property:

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Technology Process of 4-{N^α-[N^Im(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol

There total 5 articles about 4-{N^α-[N^Im(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol 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: 75.0%

[1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetic acid (153527-31-2) + 4-[NIm(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol dihydrochloride → 4-{Nα-[NIm(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol (291779-97-0)

Guidance literature:

[1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetic acid; With 2,3,4,5,6-pentafluorophenol; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

4-[N^Im(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol dihydrochloride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.416667h;

DOI:10.1007/BF02494790

Reference yield:

imidazole-4-acetic acid hydrochloride (3251-69-2) → 4-{Nα-[NIm(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol (291779-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 72 percent / NaOH; NaHCO₃ / H₂O; methanol / 4 h / 20 °C

2.1: pentafluorophenol / dimethylformamide / 3 h / 20 °C

2.2: 75 percent / Et₃N / dimethylformamide / 0.42 h / 20 °C

With sodium hydroxide; 2,3,4,5,6-pentafluorophenol; sodium hydrogencarbonate; In methanol; water; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Substitution / 2.2: Substitution;

DOI:10.1007/BF02494790

Reference yield:

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) → 4-{Nα-[NIm(1)-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl}aminobutan-1-ol (291779-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 72 percent / NaOH; NaHCO₃ / H₂O; methanol / 4 h / 20 °C

2.1: pentafluorophenol / dimethylformamide / 3 h / 20 °C

2.2: 75 percent / Et₃N / dimethylformamide / 0.42 h / 20 °C

With sodium hydroxide; 2,3,4,5,6-pentafluorophenol; sodium hydrogencarbonate; In methanol; water; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Substitution / 2.2: Substitution;

DOI:10.1007/BF02494790

upstream raw materials:

[1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetic acid

imidazole-4-acetic acid hydrochloride

2,4-Dinitrofluorobenzene

Boc-His(Dnp)-OH

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