(2E,4E)-6-(hydroxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dihydroxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Base Information

Chemical Name:(2E,4E)-6-(hydroxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dihydroxypyridine-3-yl]-4-methylocta-2,4-dien-1-one
CAS No.:443770-62-5
Molecular Formula:C₂₈H₂₉NO₅
Molecular Weight:459.542
Hs Code.:

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

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

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

There total 15 articles about (2E,4E)-6-(hydroxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dihydroxypyridine-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: 53.0%

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

: 443770-62-5
(2E,4E)-6-(hydroxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dihydroxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Guidance literature:: With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 20 ℃; for 72h;
DOI:10.1016/j.tet.2004.07.035

Reference yield:

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

: 443770-62-5
(2E,4E)-6-(hydroxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dihydroxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Guidance literature:: Multi-step reaction with 4 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

4.1: 53 percent / NaI; TMSCl / acetonitrile / 72 h / 20 °C

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

Reference yield:

: 443770-52-3
3,5-dibromo-2,4-dimethoxypyridine

: 443770-62-5
(2E,4E)-6-(hydroxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dihydroxypyridine-3-yl]-4-methylocta-2,4-dien-1-one

Guidance literature:: Multi-step reaction with 4 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

4.1: 53 percent / NaI; TMSCl / acetonitrile / 72 h / 20 °C

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