3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine

Base Information

Chemical Name:3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine
CAS No.:936824-92-9
Molecular Formula:C₂₈H₃₃NOSi
Molecular Weight:427.662
Hs Code.:

Synonyms:3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine

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Chemical Property of 3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine

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Technology Process of 3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine

There total 6 articles about 3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine 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: 89.0%

: C₁₂H₁₅NO

: 58479-61-1
tert-butylchlorodiphenylsilane

: 936824-92-9
3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ol0702270

Reference yield:

: 875439-72-8
3-[3-tert-butoxycarbonylamino-5-hydroxy-phenyl]-1-propyne

: 936824-92-9
3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: Cp₂ZrCl₂ / hexane; 1,2-dichloro-ethane / 0.83 h / 0 - 20 °C

1.2: 1,2-dichloro-ethane; hexane / 72 h / 20 °C

1.3: 58 percent / iodine / 1,2-dichloro-ethane; hexane; tetrahydrofuran / -30 - 0 °C

2.1: 89 percent / pyridine / CH₂Cl₂ / 3 h / 0 °C

3.1: 79 percent / Pd(PPh₃)4 / dimethylformamide / 4 h / 55 °C

4.1: 48 percent / anhydrous ZnCl₂ / nitromethane / 1 h / sonication

5.1: 89 percent / imidazole; DMAP / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; zirconocene dichloride; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In nitromethane; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 3.1: Stille coupling;
DOI:10.1021/ol0702270

Reference yield:

: 875439-71-7
3-[3-tert-butoxycarbonylamino-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-1-trimethylsilyl-propyne

: 936824-92-9
3-(tert-butyl-diphenyl-silanyloxy)-5-(2-methyl-penta-2,4-dienyl)-phenylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / -20 - 0 °C

2.1: Cp₂ZrCl₂ / hexane; 1,2-dichloro-ethane / 0.83 h / 0 - 20 °C

2.2: 1,2-dichloro-ethane; hexane / 72 h / 20 °C

2.3: 58 percent / iodine / 1,2-dichloro-ethane; hexane; tetrahydrofuran / -30 - 0 °C

3.1: 89 percent / pyridine / CH₂Cl₂ / 3 h / 0 °C

4.1: 79 percent / Pd(PPh₃)4 / dimethylformamide / 4 h / 55 °C

5.1: 48 percent / anhydrous ZnCl₂ / nitromethane / 1 h / sonication

6.1: 89 percent / imidazole; DMAP / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; zirconocene dichloride; tetrabutyl ammonium fluoride; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; nitromethane; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 4.1: Stille coupling;
DOI:10.1021/ol0702270