N-dodecyl-[N^α-((9H-fluorenyl)methyloxycarbonyl)-N^im-(trityl)]histidinamide

Base Information

• Chemical Name: N-dodecyl-[N^α-((9H-fluorenyl)methyloxycarbonyl)-N^im-(trityl)]histidinamide
• CAS No.: 888616-03-3
• Molecular Formula: C₅₂H₅₈N₄O₃
• Molecular Weight: 787.058
• Mol file: 888616-03-3.mol

Synonyms:N-dodecyl-[N^α-((9H-fluorenyl)methyloxycarbonyl)-N^im-(trityl)]histidinamide

Chemical Property of N-dodecyl-[N^α-((9H-fluorenyl)methyloxycarbonyl)-N^im-(trityl)]histidinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-dodecyl-[N^α-((9H-fluorenyl)methyloxycarbonyl)-N^im-(trityl)]histidinamide

There total 1 articles about N-dodecyl-[N^α-((9H-fluorenyl)methyloxycarbonyl)-N^im-(trityl)]histidinamide 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: 82.0%

n-Dodecylamine (124-22-1) + Fmoc-His(Trt)-OH (109425-51-6) → N-dodecyl-[Nα-((9H-fluorenyl)methyloxycarbonyl)-Nim-(trityl)]histidinamide (888616-03-3)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; for 48h;

DOI:10.1039/b513944a

Reference yield:

N-dodecyl-[Nα-((9H-fluorenyl)methyloxycarbonyl)-Nim-(trityl)]histidinamide (888616-03-3) → N-dodecyl-[Nim-(trityl)]histidinamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1039/b513944a

Reference yield:

N-dodecyl-[Nα-((9H-fluorenyl)methyloxycarbonyl)-Nim-(trityl)]histidinamide (888616-03-3) → N-[1-(dodecylcarbamoyl-2-(trityl)imidazolyl)ethyl]-22-amino-12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19-hexadecafluorodocosanamide

Guidance literature:

Multi-step reaction with 3 steps

1: diisopropylethylamine / acetonitrile / 1 h / 20 °C

2: 525 mg / TBTU; diisopropyltriethylamine / CH₂Cl₂ / 12 h / 20 °C / pH 8 - 9

3: hydrogen / Pd/C / ethanol / 48 h / 20 °C / 6000.48 Torr

With diisopropyltriethylamine; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; acetonitrile;

DOI:10.1039/b513944a

upstream raw materials:

n-Dodecylamine

Fmoc-His(Trt)-OH

Downstream raw materials:

C₄₅H₆₁N₅O₄

Refernces

• 1、 Bertinaria, Massimo,Rolando, Barbara,Giorgis, Marta,Montanaro, Gabriele,Guglielmo, Stefano,Buonsanti, M. Federica,Carabelli, Valentina,Gavello, Daniela,Daniele, Pier Giuseppe,Fruttero, Roberta,Gasco, Alberto. "Synthesis, physicochemical characterization, and biological activities of new carnosine derivatives stable in human serum as potential neuroprotective agents". experimental part. p. 611 - 621. Retrieved 2011/03/20.