2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine

Base Information

Chemical Name:2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine
CAS No.:896155-82-1
Molecular Formula:C₃₅H₅₁NO₃Si
Molecular Weight:561.88
Hs Code.:

Synonyms:2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine

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Chemical Property of 2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine

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Technology Process of 2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine

There total 8 articles about 2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine 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: 47.0%

: trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxymethyl)-5-decyloxyphenyl ester

: 896155-81-0
2-(benzyloxy)-4-iodopyridine

: 896155-82-1
2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine

Guidance literature:: 2-(benzyloxy)-4-iodopyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 4h;

With tributyltin chloride; In diethyl ether; hexane; at -78 - 20 ℃;

trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxymethyl)-5-decyloxyphenyl ester; With lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃; for 48h; Further stages.;
DOI:10.1039/b518244a

Reference yield:

: 896155-79-6
3-(tert-butyldimethylsilanyloxymethyl)-5-decyloxyphenol

: 896155-82-1
2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / pyridine / 17 h / 20 °C

2.1: n-BuLi / diethyl ether; hexane / 4 h / -78 °C

2.2: n-Bu₃SnCl / diethyl ether; hexane / -78 - 20 °C

2.3: 47 percent / LiCl / Pd(PPh₃)4 / dimethylformamide / 48 h / 90 °C

With pyridine; n-butyllithium; In diethyl ether; hexane; 2.3: Stille cross-coupling;
DOI:10.1039/b518244a

Reference yield:

: 372-48-5
2-fluoropyridine

: 896155-82-1
2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 4 h / -78 °C

1.2: 72 percent / I₂ / tetrahydrofuran / 1 h / -78 °C

2.1: LDA / tetrahydrofuran / 4 h / -78 °C

2.2: 98 percent / H₂O / tetrahydrofuran / 1 h / -78 °C

3.1: 92 percent / KOH; 18-crown-6 / toluene / 3.5 h / Heating

4.1: n-BuLi / diethyl ether; hexane / 4 h / -78 °C

4.2: n-Bu₃SnCl / diethyl ether; hexane / -78 - 20 °C

4.3: 47 percent / LiCl / Pd(PPh₃)4 / dimethylformamide / 48 h / 90 °C

With potassium hydroxide; n-butyllithium; 18-crown-6 ether; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; toluene; 4.3: Stille cross-coupling;
DOI:10.1039/b518244a