all-cis-methyl 19,20-epoxydocosapentaenoate

Base Information

• Chemical Name: all-cis-methyl 19,20-epoxydocosapentaenoate
• CAS No.: 149403-79-2
• Molecular Formula: C₂₃H₃₄O₃
• Molecular Weight: 358.521
• Mol file: 149403-79-2.mol

Synonyms:

Chemical Property of all-cis-methyl 19,20-epoxydocosapentaenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of all-cis-methyl 19,20-epoxydocosapentaenoate

There total 1 articles about all-cis-methyl 19,20-epoxydocosapentaenoate 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: 9.2%

all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester (2566-90-7,875288-77-0) → C23H34O3 + C23H34O3 + C23H34O3 + methyl 3-(3-((2Z,5Z,8Z,11Z,14Z)-heptadeca-2,5,8,11,14-pentaen-1-yl)oxiran-2-yl)propanoate (121818-29-9) + all-cis-methyl 19,20-epoxydocosapentaenoate (121818-27-7,149403-79-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.chemrestox.8b00021

Reference yield:

ethanolamine (141-43-5) + all-cis-methyl 19,20-epoxydocosapentaenoate (121818-27-7,149403-79-2) → C24H37NO3 + C24H37NO3

Guidance literature:

With novozyme 435; In tert-butyl alcohol; at 45 ℃; Overall yield = 95 percent; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.bioorg.2021.105014

Reference yield:

C23H34O3 + all-cis-methyl 19,20-epoxydocosapentaenoate (121818-27-7,149403-79-2) → methyl (4Z,7E,10Z,13Z,16Z,19Z)-docosahexaenoate (875288-77-0) + methyl (Z,Z,Z,Z,Z,E)-4,7,10,13,16,19-docosahexaenoate (875288-77-0)

Guidance literature:

C₂₃H₃₄O₃; all-cis-methyl 19,20-epoxydocosapentaenoate; With pyridine; dibromotriphenylphosphorane; In dichloromethane; at 0 - 5 ℃; Inert atmosphere;

With acetic acid; zinc; In N,N-dimethyl-formamide; at 0 ℃; for 10h; Overall yield = 86 %; Overall yield = 3.5 mg;

DOI:10.1021/acs.chemrestox.8b00021

upstream raw materials:

all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester

Downstream raw materials:

methyl (4Z,7E,10Z,13Z,16Z,19Z)-docosahexaenoate

methyl (Z,Z,Z,Z,Z,E)-4,7,10,13,16,19-docosahexaenoate