8,10,12-Trihydroxy-2,4-dodecadienoic acid

Base Information

• Chemical Name: 8,10,12-Trihydroxy-2,4-dodecadienoic acid
• CAS No.: 156369-00-5
• Molecular Formula: C₁₂H₂₀O₅
• Molecular Weight: 244.288
• Nikkaji Number: J585.440G
• Metabolomics Workbench ID: 108607
• Mol file: 156369-00-5.mol

Synonyms:YF 0200R-B;YF-0200R-B

Chemical Property of 8,10,12-Trihydroxy-2,4-dodecadienoic acid

Chemical Property:

• Vapor Pressure: 2.03E-13mmHg at 25°C
• Boiling Point: 529.4°C at 760 mmHg
• Flash Point: 288.1°C
• PSA: 97.99000
• Density: 1.21g/cm³
• LogP: 0.45790
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 244.13107373
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(CC(CCO)O)O)C=CC=CC(=O)O
• Isomeric SMILES: C(CC(CC(CCO)O)O)/C=C/C=C/C(=O)O

Technology Process of 8,10,12-Trihydroxy-2,4-dodecadienoic acid

There total 20 articles about 8,10,12-Trihydroxy-2,4-dodecadienoic 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:

C30H62O5Si3 → YF-0200R B (156369-00-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 2h; pH=1;

DOI:10.1016/j.tet.2016.04.033

Reference yield:

C30H62O5Si3 → YF-0200R B (156369-00-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 2h; pH=1;

DOI:10.1016/j.tet.2016.04.033

Reference yield:

(1S)-1-((4R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-((2S)-oxiran-2-yl)-ethyl tert-butyldimethyl-silyl ether (1291066-68-6) → YF-0200R B (156369-00-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: copper(l) iodide / diethyl ether; tetrahydrofuran / 0.25 h / -20 °C / Inert atmosphere

1.2: 3 h / -20 - 20 °C

2.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 12 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane; water / 1 h / Cooling with ice

4.1: toluene / 1 h / 110 °C / Inert atmosphere

5.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 5 h / 100 °C / Inert atmosphere

6.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 12 h / 20 °C

7.1: oxygen; ozone / dichloromethane / -78 °C

7.2: 4.5 h / -78 - 20 °C

8.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

8.2: 2.75 h / -78 - 20 °C / Inert atmosphere

9.1: lithium hydroxide monohydrate / water; ethanol / 12 h / 20 °C

10.1: hydrogenchloride / water; ethanol / 2 h / 20 °C / pH 1

With 1H-imidazole; hydrogenchloride; dmap; copper(l) iodide; lithium hydroxide monohydrate; 2,2'-azobis(isobutyronitrile); oxygen; tri-n-butyl-tin hydride; ozone; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 8.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1016/j.tet.2016.04.033

upstream raw materials:

(1S)-1-((4R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-((2S)-oxiran-2-yl)-ethyl tert-butyldimethyl-silyl ether

C₁₅H₃₀O₄Si