(E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester

Base Information

Chemical Name:(E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester
CAS No.:924657-68-1
Molecular Formula:C₃₀H₄₄O₆
Molecular Weight:500.676
Hs Code.:

Synonyms:(E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester

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Chemical Property of (E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester

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Technology Process of (E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester

There total 7 articles about (E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester 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: 99.0%

: 5-formyl-3-[(Z)-3-isobutyl-5-methylhexylidene]-5-[(4-methoxyphenoxy)methyl]tetrahydro-2-furanone

: 86302-43-4,35000-38-5
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 924657-68-1
(E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester

Guidance literature:: In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jm0509391

Reference yield:

: 862549-26-6
(Z)-5-(hydroxymethyl)-5-[(4-methoxyphenoxy)methyl]-3-[5-methyl-3-(2-methylpropyl)hexylidene]-4,5-dihydrofuran-2-one

: 924657-68-1
(E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

2: 99 percent / CH₂Cl₂ / 24 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation / 2: Wittig olefination;
DOI:10.1021/jm0509391

Reference yield:

: 388621-92-9
5-methyl-3-(2-methylpropyl)hexan-1-one

: 924657-68-1
(E)-3-[4-[3-Isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-5-oxo-tetrahydro-furan-2-yl]-acrylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.33 h / -78 °C

1.2: 95 percent / tetrahydrofuran / 3 h / -78 °C

2.1: triethylamine / CH₂Cl₂ / 3 h / 0 - 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 20 °C

4.1: 99 percent / boron trichloride / CH₂Cl₂ / 2 h / -78 °C

5.1: 99 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

6.1: 99 percent / CH₂Cl₂ / 24 h / 20 °C

With oxalyl dichloride; boron trichloride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 5.1: Swern oxidation / 6.1: Wittig olefination;
DOI:10.1021/jm0509391