tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate
• CAS No.: 639077-57-9
• Molecular Formula: C₂₇H₃₅F₂NO₃Si
• Molecular Weight: 487.662
• Mol file: 639077-57-9.mol

Synonyms:tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Chemical Property of tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

There total 1 articles about tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate 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: 56.0%

tert-butyl 3-(2,5-difluorophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate (635724-41-3) + (1,1-dimethylethyl)(3-iodophenoxy)dimethylsilane (133910-12-0) → tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (639077-57-9)

Guidance literature:

With palladium diacetate; triphenyl-arsane; at 150 ℃; for 0.5h; microwave irradiation;

DOI:10.1016/j.bmcl.2005.12.094

Reference yield: 95.0%

tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (639077-57-9) → 2-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-(2,5-difluoro-phenyl)-2,5-dihydro-1H-pyrrole

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2005.12.094

Reference yield:

tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-4-(2,5-difluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (639077-57-9) → 3-[4-(2,5-difluorophenyl)-1-(2,2-dimethylpropanoyl)-2,5-dihydro-1H-pyrrol-2-yl]phenol

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / TFA / CH₂Cl₂

2: PyBOP; Et₃N / dimethylformamide

3: 90 percent / K₂CO₃ / dimethylformamide

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.12.094

upstream raw materials:

tert-butyl 3-(2,5-difluorophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate

(1,1-dimethylethyl)(3-iodophenoxy)dimethylsilane