N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^ε-(benzyloxycarbonyl)lysine

Base Information

• Chemical Name: N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^ε-(benzyloxycarbonyl)lysine
• CAS No.: 888615-94-9
• Molecular Formula: C₂₅H₂₃F₁₇N₂O₅
• Molecular Weight: 754.441

Synonyms:N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^ε-(benzyloxycarbonyl)lysine

Chemical Property of N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^ε-(benzyloxycarbonyl)lysine

Chemical Property:

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Technology Process of N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^ε-(benzyloxycarbonyl)lysine

There total 2 articles about N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^ε-(benzyloxycarbonyl)lysine 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: 62.0%

pentafluorophenyl 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate (888615-93-8) + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nα-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-Nε-(benzyloxycarbonyl)lysine (888615-94-9)

Guidance literature:

With benzotriazol-1-ol; triethylamine; In water; acetone; at 20 ℃; for 12h; pH=8 - 9;

DOI:10.1039/b513944a

Reference yield:

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoic acid (34598-33-9) → Nα-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-Nε-(benzyloxycarbonyl)lysine (888615-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / CH₂Cl₂ / 12 h / 20 °C

2: 62 percent / 1-hydroxybenzotriazole; triethylamine / acetone; H₂O / 12 h / 20 °C / pH 8 - 9

With benzotriazol-1-ol; triethylamine; In dichloromethane; water; acetone;

DOI:10.1039/b513944a

Reference yield:

Nα-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-Nε-(benzyloxycarbonyl)lysine (888615-94-9) + N-[2-((2,3,4,6-tetra-O-acetyl)-β-D-galactopyranosyloxy)ethyl]-22-amino-12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19-hexadecafluorodocosanamide (910794-10-4) → N-[2-((2,3,4,6-tetra-O-acetyl)-β-D-galactopyranosyloxy)ethyl]-22-[2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanamido)-6-(benzyloxycarbonylamino)hexanamido]-12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19-hexadecafluorodocosanamide

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 16h; pH=8 - 9; Heating;

DOI:10.1039/b513944a

upstream raw materials:

pentafluorophenyl 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate

N₆-[(benzyloxy)carbonyl]-L-lysine

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoic acid

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