(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Base Information

Chemical Name:(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one
CAS No.:443770-61-4
Molecular Formula:C₃₆H₄₇NO₅Si
Molecular Weight:601.858
Hs Code.:

Synonyms:(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

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Chemical Property of (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

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Technology Process of (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

There total 14 articles about (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one 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: 95.0%

: 443770-59-0
(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-ol

: 443770-61-4
(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2004.07.035

Reference yield: 73.0%

: 3-acetyl-5-(4-(benzyloxy)phenyl)-2,4-dimethoxypyridine

: 790234-57-0
(2E)-4-(tert-butyldimethylsilanyloxymethyl)-2-methylhex-2-enal

: 443770-61-4
(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Guidance literature:: 3-acetyl-5-(4-(benzyloxy)phenyl)-2,4-dimethoxypyridine; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

(2E)-4-(tert-butyldimethylsilanyloxymethyl)-2-methylhex-2-enal; In tetrahydrofuran; mineral oil; at 0 - 25 ℃; for 8.5h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/asia.201402466

Reference yield:

: 146631-00-7
[4-(benzyloxy)phenyl]boronic acid

: 443770-61-4
(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 45 percent / Na₂CO₃ / Pd(PPh₃)4 / toluene; ethanol / 12 h / Heating

2.1: t-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 58 percent / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: 95 percent / MnO₂ / CH₂Cl₂ / 48 h / 20 °C

With manganese(IV) oxide; tert.-butyl lithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; 1.1: Suzuki coupling;
DOI:10.1016/j.tet.2004.07.035