N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^im-(trityl)histidine

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^im-(trityl)histidine
• CAS No.: 888615-95-0
• Molecular Formula: C₃₆H₂₆F₁₇N₃O₃
• Molecular Weight: 871.594

Synonyms:N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^im-(trityl)histidine

Chemical Property of N^α-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-N^im-(trityl)histidine

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^im-(trityl)histidine

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^im-(trityl)histidine 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%

pentafluorophenyl 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate (888615-93-8) + 2-amino-3-(N-tritylimidazolyl)propionic acid (35146-32-8,199119-46-5) → Nα-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-Nim-(trityl)histidine (888615-95-0)

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)-Nim-(trityl)histidine (888615-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / CH₂Cl₂ / 12 h / 20 °C

2: 82 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: 73.0%

Nα-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoyl)-Nim-(trityl)histidine (888615-95-0) + 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)-3-(Nim-(trityl)imidazoyl)propanamido]-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

2-amino-3-(N-tritylimidazolyl)propionic acid

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

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