(E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone

Base Information

• Chemical Name: (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone
• CAS No.: 143813-32-5
• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.37

Synonyms:(E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone

Chemical Property of (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone

Chemical Property:

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Technology Process of (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone

There total 7 articles about (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone 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: 62.0%

acetic acid (64-19-7,77671-22-8) + (3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone (181657-90-9) → (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone (143813-32-5) + Acetic acid (S)-[(3R,4S)-4-(benzo[1,3]dioxole-5-carbonyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-31-4,143840-17-9) + Acetic acid (R)-[(3R,4S)-4-(benzo[1,3]dioxole-5-carbonyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-31-4,143840-17-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 11h;

DOI:10.1016/S0040-4039(00)60114-4

Reference yield: 5.0%

(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone (181657-90-9) → (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone (143813-32-5) + Acetic acid (S)-[(3R,4S)-4-(benzo[1,3]dioxole-5-carbonyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-31-4,143840-17-9) + Acetic acid (R)-[(3R,4S)-4-(benzo[1,3]dioxole-5-carbonyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-31-4,143840-17-9)

Guidance literature:

With acetic acid; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 6h;

DOI:10.1016/S0040-4039(00)60114-4

Reference yield:

Methanesulfonic acid (R)-[(3R,4S)-4-(benzo[1,3]dioxole-5-carbonyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester → (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone (143813-32-5)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at 0 ℃; for 2h; Yield given;

DOI:10.1021/jo00110a016

upstream raw materials:

acetic acid

(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

Benzo[1,3]dioxol-5-yl-(tert-butyl-dimethyl-silanyloxy)-acetonitrile

3,4-dimethoxy-benzaldehyde

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