8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid

Base Information

• Chemical Name: 8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid
• CAS No.: 129172-62-9
• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.472
• Mol file: 129172-62-9.mol

Synonyms:

Chemical Property of 8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid

There total 7 articles about 8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid 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:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → 11(R),12(S)-Epoxyeicosatrienoic acid (123931-38-4,81276-02-0,87173-81-7) + 8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid (129172-62-9,81246-85-7) + 14(S),15(R)-Epoxyeicosatrienoic acid (105304-92-5,81276-03-1)

Guidance literature:

With nicotinamide adenine dinucleotide phosphate; In ethanol; at 37 ℃; for 0.5h; pH=7.4; optical yield given as %ee; enantioselective reaction; Tris-buffer; Enzymatic reaction;

DOI:10.1002/rcm.4760

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → 8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid (129172-62-9,81246-85-7) + 14(S),15(R)-Epoxyeicosatrienoic acid (105304-92-5,81276-03-1) + 14(R),15(S)-Epoxyeicosatrienoic acid (98103-48-1,81276-03-1) + (+/-)-11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoic acid (81276-02-0,87173-81-7)

Guidance literature:

With nicotinamide adenine dinucleotide phosphate; In ethanol; at 37 ℃; for 0.5h; pH=7.4; optical yield given as %ee; enantioselective reaction; Tris-buffer; Enzymatic reaction;

DOI:10.1002/rcm.4760

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → 11(S),12(R)-Epoxyeicosatrienoic acid (123931-40-8,81276-02-0,87173-81-7) + 11(R),12(S)-Epoxyeicosatrienoic acid (123931-38-4,81276-02-0,87173-81-7) + 8(R),9(S)-epoxy-(5Z,11Z,14Z)-eicosatrienoic acid (129172-62-9,81246-85-7) + 14(S),15(R)-Epoxyeicosatrienoic acid (105304-92-5,81276-03-1) + 14(R),15(S)-Epoxyeicosatrienoic acid (98103-48-1,81276-03-1)

Guidance literature:

With nicotinamide adenine dinucleotide phosphate; In ethanol; at 37 ℃; for 0.5h; pH=7.4; optical yield given as %ee; enantioselective reaction; Tris-buffer; Enzymatic reaction;

DOI:10.1002/rcm.4760

upstream raw materials:

all cis 5,8,11,14-eicosatetraenoic acid

8(R),9(S)-epoxyeicosatrienoic acid methyl ester

7-carbomethoxy hepta-3-(Z)-en-1-ylidenetriphenylphosphorane