(S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide

Base Information

• Chemical Name: (S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide
• CAS No.: 920002-41-1
• Molecular Formula: C₂₆H₂₁F₁₇N₂O
• Molecular Weight: 700.438

Synonyms:(S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide

Chemical Property of (S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide

Chemical Property:

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Technology Process of (S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide

There total 4 articles about (S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide 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: 80.0%

{1-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl)-benzylcarbamoyl]-2-phenyl-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (920002-40-0) → (S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide (920002-41-1)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 25 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.10.101

Reference yield: 72.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzylamine → (S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide (920002-41-1)

Guidance literature:

With tris(2,2,2-trifluoroethyl) borate; for 36h; chemoselective reaction; Reflux; Dean-Stark; Green chemistry;

DOI:10.1002/chem.201800372

Reference yield:

N-Fmoc L-Phe (35661-40-6) → (S)-2-amino-N-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl)-3-phenylpropanamide (920002-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / HOBT; DIC / CH₂Cl₂ / 1 h / 25 °C

2: 80 percent / piperidine / dimethylformamide / 1 h / 25 °C

With piperidine; benzotriazol-1-ol; dacarbazine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.10.101

upstream raw materials:

{1-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl)-benzylcarbamoyl]-2-phenyl-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

N-Fmoc L-Phe

L-phenylalanine

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