10,12-Octadecadienoic acid, 9-(benzoyloxy)-, methyl ester, (9R,10E,12Z)-

Base Information

• Chemical Name: 10,12-Octadecadienoic acid, 9-(benzoyloxy)-, methyl ester, (9R,10E,12Z)-
• CAS No.: 403619-52-3
• Molecular Formula: C₂₆H₃₈O₄
• Molecular Weight: 414.585
• Mol file: 403619-52-3.mol

Synonyms:

Chemical Property of 10,12-Octadecadienoic acid, 9-(benzoyloxy)-, methyl ester, (9R,10E,12Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10,12-Octadecadienoic acid, 9-(benzoyloxy)-, methyl ester, (9R,10E,12Z)-

There total 4 articles about 10,12-Octadecadienoic acid, 9-(benzoyloxy)-, methyl ester, (9R,10E,12Z)- 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:

9-hydroxy-(10E,12Z)-octadecadien-1-oic acid methyl ester (6084-82-8,6114-34-7,6157-02-4,10075-07-7,23324-71-2,65700-62-1,69257-16-5,96393-36-1,98524-18-6,114297-06-2) → Benzoic acid (2E,4Z)-(R)-1-(7-methoxycarbonyl-heptyl)-deca-2,4-dienyl ester (403619-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 30 h / 20 °C

2: Daisel CHIRAL OD column / hexane; propan-2-ol

With dmap; Daisel CHIRAL OD column; triethylamine; In hexane; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0957-4166(01)00486-4

Reference yield:

9-10-monoepoxy-12-octadecenoic acid (868364-06-1) → Benzoic acid (2E,4Z)-(R)-1-(7-methoxycarbonyl-heptyl)-deca-2,4-dienyl ester (403619-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; hexane / 1 h / 0 °C

1.2: 140 mg / diethyl ether

2.1: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 30 h / 20 °C

3.1: Daisel CHIRAL OD column / hexane; propan-2-ol

With dmap; Daisel CHIRAL OD column; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0957-4166(01)00486-4

Reference yield:

9,10-epoxy-(12Z)-octadecen-1-oic acid methyl ester (186792-27-8) → Benzoic acid (2E,4Z)-(R)-1-(7-methoxycarbonyl-heptyl)-deca-2,4-dienyl ester (403619-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 0.5 N LiOH / dioxane; H₂O / 24 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: 140 mg / diethyl ether

3.1: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 30 h / 20 °C

4.1: Daisel CHIRAL OD column / hexane; propan-2-ol

With dmap; lithium hydroxide; Daisel CHIRAL OD column; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; isopropyl alcohol;

DOI:10.1016/S0957-4166(01)00486-4

upstream raw materials:

9-hydroxy-(10E,12Z)-octadecadien-1-oic acid methyl ester

9-10-monoepoxy-12-octadecenoic acid

9,10-epoxy-(12Z)-octadecen-1-oic acid methyl ester

benzoic acid anhydride

Downstream raw materials:

(R)-9-hydroxy-(10E,12Z)-10,12-octadecadienoic acid methyl ester

Refernces