21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid

Base Information

• Chemical Name: 21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid
• CAS No.: 128368-79-6
• Molecular Formula: C₃₉H₅₆O₂
• Molecular Weight: 556.872
• Mol file: 128368-79-6.mol

Synonyms:21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid

Chemical Property of 21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid

There total 20 articles about 21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic 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: 82.0%

21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid methyl ester (128368-81-0) → 21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid (128368-79-6)

Guidance literature:

With potassium hydroxide; In methanol; toluene; for 20h; Heating;

DOI:10.1016/S0040-4020(01)86422-X

Reference yield:

1,20-eicosanediol (7735-43-5) → 21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid (128368-79-6)

Guidance literature:

Multi-step reaction with 12 steps

1: 49 percent / 48percent aq. HBr / petroleum ether / 24 h / Heating

2: PPTS / CH₂Cl₂ / 20 h / Ambient temperature

3: 1) lithium diisopropylamide / 1) THF, 0 deg C, 30 min, 2) THF, 30 min

4: 67 percent / BH₃-Me₂S / tetrahydrofuran / 20 h / Ambient temperature

5: 85 percent / 4-(dimethylamino)pyridine, pyridine / CH₂Cl₂ / 20 h / Ambient temperature

6: 95 percent / PPTS / ethanol / 1 h / Heating

7: 87 percent / Jones reagent / acetone

8: 78 percent / diethyl ether; tetrahydrofuran / 0 °C

9: 69 percent / K₂CO₃ / methanol; tetrahydrofuran / 0.75 h / Ambient temperature

10: 76 percent / CrO₃, pyridine / CH₂Cl₂ / 0.25 h / Ambient temperature

11: 66 percent / NaOCH₃ / tetrahydrofuran / 0.5 h / 0 °C

12: 82 percent / KOH / toluene; methanol / 20 h / Heating

With pyridine; chromium(VI) oxide; dmap; potassium hydroxide; jones reagent; dimethylsulfide borane complex; hydrogen bromide; sodium methylate; pyridinium p-toluenesulfonate; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone; toluene; Petroleum ether;

DOI:10.1016/S0040-4020(01)86422-X

Reference yield:

(2E, 4E)-5-phenylpenta-2,4-dienal (13466-40-5) → 21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid (128368-79-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / DIBAH / tetrahydrofuran / 2 h / Ambient temperature

2: PCl₃ / diethyl ether / 1) 0 deg C, 15 min, 2) room temperature, 10 h

3: 7 h / 130 °C

4: 66 percent / NaOCH₃ / tetrahydrofuran / 0.5 h / 0 °C

5: 82 percent / KOH / toluene; methanol / 20 h / Heating

With potassium hydroxide; sodium methylate; diisobutylaluminium hydride; phosphorus trichloride; In tetrahydrofuran; methanol; diethyl ether; toluene;

DOI:10.1016/S0040-4020(01)86422-X

upstream raw materials:

21-[4-((1E,3E,5E)-6-Phenyl-hexa-1,3,5-trienyl)-phenyl]-henicosanoic acid methyl ester

1,20-eicosanediol

(2E, 4E)-5-phenylpenta-2,4-dienal

5-phenyl-trans,trans-2,4-pentadien-1-ol

Downstream raw materials:

1-palmitoyl-2-(21-diphenylhexatrienyl-henicosanoyl)-sn-glycero-3-phosphocholine