4-[N^α-tert-butyloxycarbonyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol

Base Information

• Chemical Name: 4-[N^α-tert-butyloxycarbonyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol
• CAS No.: 291779-95-8
• Molecular Formula: C₂₁H₂₈N₆O₈
• Molecular Weight: 492.489

Synonyms:4-[N^α-tert-butyloxycarbonyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol

Chemical Property of 4-[N^α-tert-butyloxycarbonyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol

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Technology Process of 4-[N^α-tert-butyloxycarbonyl-N^Im(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol

There total 1 articles about 4-[N^α-tert-butyloxycarbonyl-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: 78.0%

4-Aminobutanol (13325-10-5) + Boc-His(Dnp)-OH (25024-53-7) → 4-[Nα-tert-butyloxycarbonyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol (291779-95-8)

Guidance literature:

With 2,3,4,5,6-pentafluorophenol; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.666667h;

DOI:10.1007/BF02494790

Reference yield: 99.6%

4-[Nα-tert-butyloxycarbonyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol (291779-95-8) → 4-[NIm(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol dihydrochloride

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 1.5h;

DOI:10.1007/BF02494790

Reference yield:

4-[Nα-tert-butyloxycarbonyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol (291779-95-8) → 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: 99.6 percent / HCl / methanol / 1.5 h / 20 °C

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

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

With hydrogenchloride; 2,3,4,5,6-pentafluorophenol; In methanol; N,N-dimethyl-formamide; 1.1: Decarboxylation / 2.1: Substitution / 2.2: Substitution;

DOI:10.1007/BF02494790

upstream raw materials:

4-Aminobutanol

Boc-His(Dnp)-OH

Downstream raw materials:

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

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