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

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Chemical Name:3-[3-tert-butoxycarbonylamino-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-1-trimethylsilyl-propyne
CAS No.:875439-71-7
Molecular Formula:C₃₃H₄₃NO₃Si₂
Molecular Weight:557.88
Hs Code.:

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

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Chemical Property of 3-[3-tert-butoxycarbonylamino-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-1-trimethylsilyl-propyne

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Technology Process of 3-[3-tert-butoxycarbonylamino-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-1-trimethylsilyl-propyne

There total 1 articles about 3-[3-tert-butoxycarbonylamino-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-1-trimethylsilyl-propyne 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: 96.0%

: 875439-61-5
3-tert-butoxycarbonylamino-5-(tert-butyl-diphenylsilanyloxy)-benzyl bromide

: 250643-77-7
tris(2-(trimethylsilyl)ethynyl)indium

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

Guidance literature:: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 65 ℃; for 3h;
DOI:10.1021/ol052588q 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

Reference yield:

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

: C₅₃H₈₀O₆Si₃IN

Guidance literature:: Multi-step reaction with 5 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: 94 percent / imidazole; DMAP / CH₂Cl₂ / 1.5 h

4.1: 70 percent / N,N-bis(2-oxo-3-oxazolidinyl)phosphonic acid chloride; DIEA / CH₂Cl₂ / 18 h / 20 °C

5.1: K₂CO₃; Bu₄NCl; NEt₃ / Pd(OAc)2 / dimethylformamide / 20 °C

With 1H-imidazole; dmap; zirconocene dichloride; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium diacetate; In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0702270