(±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

Base Information

Chemical Name:(±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate
CAS No.:1312938-58-1
Molecular Formula:C₂₅H₂₉NO₄
Molecular Weight:407.51
Hs Code.:

Synonyms:(±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

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Chemical Property of (±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

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Technology Process of (±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

There total 6 articles about (±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate 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: 82.0%

: 26672-58-2
1-(4-dimethylaminophenyl)propan-1-one

: 1312938-57-0
(2E,4E)-4-methoxybenzyl 5-bromo-4-methylpenta-2,4-dienoate

: 7646-85-7,24359-56-6
zinc(II) chloride

: 1312938-58-1
(±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

Guidance literature:: 1-(4-dimethylaminophenyl)propan-1-one; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

zinc(II) chloride; In tetrahydrofuran; hexane; at 22 ℃; for 0.333333h; Inert atmosphere;

(2E,4E)-4-methoxybenzyl 5-bromo-4-methylpenta-2,4-dienoate; With 1,1'-bis(di-tertbutylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 22 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol200964m

Reference yield:

: 1312938-51-4
(2E,4E)-methyl 5-bromo-4-methylpenta-2,4-dienoate

: 1312938-58-1
(±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; sodium hydroxide / methanol / 3 h / 22 °C / Inert atmosphere

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 0 °C / Inert atmosphere

3.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

3.2: 0.33 h / 22 °C / Inert atmosphere

3.3: 1 h / 22 °C / Inert atmosphere

With dmap; 2,2,6,6-tetramethylpiperidinyl-lithium; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol200964m

Reference yield:

: 82946-80-3
1-(4-N,N'-dimethylaminophenyl)-1-propanol

: 1312938-58-1
(±)-(2E,4E)-methoxybenzyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: manganese triacetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1.5 h / 22 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

2.2: 0.33 h / 22 °C / Inert atmosphere

2.3: 1 h / 22 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinyl-lithium; manganese triacetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol200964m