2,5-Heptadienoic acid,7-(benzoyloxy)-4-oxo-, methyl ester, (2Z,5E)-

Base Information

• Chemical Name: 2,5-Heptadienoic acid,7-(benzoyloxy)-4-oxo-, methyl ester, (2Z,5E)-
• CAS No.: 130518-23-9
• Molecular Formula: C15H14 O5
• Molecular Weight: 274.273
• Mol file: 130518-23-9.mol

Synonyms:2,5-Heptadienoicacid, 7-(benzoyloxy)-4-oxo-, methyl ester, (Z,E)-; Isomelodienone

Chemical Property of 2,5-Heptadienoic acid,7-(benzoyloxy)-4-oxo-, methyl ester, (2Z,5E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Heptadienoic acid,7-(benzoyloxy)-4-oxo-, methyl ester, (2Z,5E)-

There total 9 articles about 2,5-Heptadienoic acid,7-(benzoyloxy)-4-oxo-, methyl ester, (2Z,5E)- 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: 86.0%

Benzoic acid (E)-3-(5-methoxy-furan-2-yl)-allyl ester (214468-16-3) → isomelodienone (130518-23-9)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; at -78 ℃; for 1h;

DOI:10.1016/S0040-4039(98)01471-3

Reference yield:

(E)-4-hydroxy-7-methoxy-7-oxohept-2-en-5-yn-1-yl benzoate → isomelodienone (130518-23-9) + melodienone (130518-24-0)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 3h; Overall yield = 51 percent; Overall yield = 84 mg; stereoselective reaction; Inert atmosphere;

DOI:10.1039/d1ob00599e

Reference yield:

(E)‐4‐hydroxybut‐2‐en‐1‐yl benzoate (118017-15-5) → isomelodienone (130518-23-9) + melodienone (130518-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: manganese(IV) oxide / dichloromethane / 8 h / 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: triethylamine / acetonitrile / 3 h / 20 °C / Inert atmosphere

With manganese(IV) oxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1039/d1ob00599e

upstream raw materials:

Benzoic acid (E)-3-(5-methoxy-furan-2-yl)-allyl ester

2-methoxyfuran

5-methoxyfuran-2-carbaldehyde

(E)-3-(5-Methoxy-furan-2-yl)-prop-2-en-1-ol