N-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide
• CAS No.: 887760-22-7
• Molecular Formula: C₂₇H₃₂F₁₃N₃O₅
• Molecular Weight: 725.547

Synonyms:N-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide

Chemical Property of N-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide

Chemical Property:

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Technology Process of N-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide

There total 3 articles about N-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide 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: 77.0%

Boc-Lys(Z)-OH (2389-45-9) + 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylamine (30556-86-6) → N-(tert-butyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide (887760-22-7)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm060027e

Reference yield:

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane (2043-57-4,71215-70-8) → N-(tert-butyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide (887760-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NaN₃ / dimethylformamide / 72 h / 20 °C

2: 8.1 g / H₂ / Pd/C / diethyl ether / 12 h / 5250.42 Torr

3: 77 percent / dicyclohexylcarbodiimide; hydroxybenzotriazole / CH₂Cl₂ / 24 h / 20 °C

With sodium azide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm060027e

Reference yield:

8-azido-1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane (62571-55-5) → N-(tert-butyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysinyl-1H,1H,2H,2H-perfluorooctylamide (887760-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 8.1 g / H₂ / Pd/C / diethyl ether / 12 h / 5250.42 Torr

2: 77 percent / dicyclohexylcarbodiimide; hydroxybenzotriazole / CH₂Cl₂ / 24 h / 20 °C

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In diethyl ether; dichloromethane;

DOI:10.1021/jm060027e

upstream raw materials:

Boc-Lys(Z)-OH

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylamine

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane

8-azido-1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane

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