Carbamic acid, [2-[2-[2-[2-(bromomethyl)-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy] ethoxy]ethoxy]ethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [2-[2-[2-[2-(bromomethyl)-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy] ethoxy]ethoxy]ethyl]-, 1,1-dimethylethyl ester
• CAS No.: 299931-15-0
• Molecular Formula: C20H27BrF3N3O5
• Molecular Weight: 526.351
• Mol file: 299931-15-0.mol

Synonyms:

Chemical Property of Carbamic acid, [2-[2-[2-[2-(bromomethyl)-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy] ethoxy]ethoxy]ethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [2-[2-[2-[2-(bromomethyl)-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy] ethoxy]ethoxy]ethyl]-, 1,1-dimethylethyl ester

There total 2 articles about Carbamic acid, [2-[2-[2-[2-(bromomethyl)-5-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenoxy] ethoxy]ethoxy]ethyl]-, 1,1-dimethylethyl ester 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: 86.0%

2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzyl alcohol (299931-14-9) → 2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzyl bromide (299931-15-0)

Guidance literature:

2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzyl alcohol; With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.166667h;

With potassium carbonate; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl] benzaldehyde (299931-13-8) → 2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzyl bromide (299931-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 0.5 h / 0 °C

2: 3.62 g / CBr₄; PPh₃; K₂CO₃ / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; carbon tetrabromide; potassium carbonate; triphenylphosphine; In ethanol; dichloromethane; 1: Reduction / 2: Substitution;

DOI:10.1021/jo000414a

Reference yield: 85.0%

N-hydroxyphthalimide (524-38-9) + 2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzyl bromide (299931-15-0) → 2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirine-3-yl]benzyloxyphthalimide (299931-16-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 12h;

DOI:10.1021/jo000414a

upstream raw materials:

2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzyl alcohol

2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl] benzaldehyde

Downstream raw materials:

2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirine-3-yl]benzyloxyphthalimide

N-(diphenylmethylene)-3-[2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]-L-alanine tert-butyl ester

3-[2-[2-[2-(2-(tert-butoxycarbonylamino)ethoxy)ethoxy]-ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]-L-alaninetert-butyl ester

N-palmitoyl-3-[2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]-L-alanine tert-butyl ester