resolvin D3

Base Information

• Chemical Name: resolvin D3
• CAS No.: 916888-47-6
• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.493
• Mol file: 916888-47-6.mol

Synonyms:

Chemical Property of resolvin D3

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of resolvin D3

There total 62 articles about resolvin D3 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: 99.0%

(4S,5Z,7E,9E,11R,13Z,15E,17S,19Z)-1-ethoxy-1-oxodocosa-5,7,9,13,15,19-hexaene-4,11,17-triyl triacetate → resolvin D3 (916888-47-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00089

Reference yield: 22.0%

(4S,11R,17S)-trihydroxydocosa-(7E,9E,15E,19Z)-tetraene-5,13-diynoic acid (1427456-36-7) → resolvin D3 (916888-47-6)

Guidance literature:

With silver; copper; zinc; In methanol; water; for 13h; Inert atmosphere;

DOI:10.1021/ol400484u

Reference yield:

(3S,1E,5Z)-1-iodoocta-1,5-diene-3-ol (1070971-82-2) → resolvin D3 (916888-47-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / benzene / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3.2: Inert atmosphere

3.3: Inert atmosphere

4.1: zinc; copper; silver / methanol; water / 13 h / Inert atmosphere

With 2,6-dimethylpyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; silver; copper; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 2.1: |Sonogashira Cross-Coupling;

DOI:10.1021/ol400484u

upstream raw materials:

(S)-dimethyl 2-hydroxypentanedioate

methyl (4S)‐4,5‐dihydroxypentanoate

methyl (4S)-4,5-bis(t-butyldimethylsilyloxy)pentanoate

methyl (4S)-4-(t-butyldimethylsilyloxy)-5-hydroxypentanoate