2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide

Base Information

• Chemical Name: 2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide
• CAS No.: 891501-29-4
• Molecular Formula: C₁₆H₁₆F₆IN₃O₄
• Molecular Weight: 555.216

Synonyms:2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide

Chemical Property of 2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide

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Technology Process of 2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide

There total 2 articles about 2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide 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: 67.0%

2,2,2-trifluoro-N-[2-(2-{2-[3-(3-trifluoromethyl-3H-diazirin-3-yl)-phenoxy]-ethoxy}-ethoxy)-ethyl]-acetamide (891501-27-2) → 2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide (891501-29-4)

Guidance literature:

With iodine; bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2006.03.068

Reference yield:

3-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxyphenyl]-3-trifluoromethyl-3H-diazirine → 2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide (891501-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂ / 20 °C

1.2: 76 percent / CH₂Cl₂ / 20 °C

2.1: 67 percent / I₂; bis(trifluoroacetyl)phenyl iodinate / acetonitrile / 2 h / 20 °C

With iodine; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; acetonitrile;

DOI:10.1016/j.tetlet.2006.03.068

Reference yield: 78.0%

2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide (891501-29-4) + N-hydroxysuccinimide ester of biotin → biotin-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide

Guidance literature:

2,2,2-trifluoro-N-{2-[2-(2-{2-iodo-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy}ethoxy)ethoxy]ethyl}acetamide; With sodium hydroxide;

N-hydroxysuccinimide ester of biotin; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2006.03.068

upstream raw materials:

2,2,2-trifluoro-N-[2-(2-{2-[3-(3-trifluoromethyl-3H-diazirin-3-yl)-phenoxy]-ethoxy}-ethoxy)-ethyl]-acetamide

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