3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

Base Information

• Chemical Name: 3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester
• CAS No.: 89503-43-5
• Molecular Formula: C₄₂H₆₄O
• Molecular Weight: 584.97
• Mol file: 89503-43-5.mol

Synonyms:3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

Chemical Property of 3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

There total 17 articles about 3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester 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: 68.0%

11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester (89503-41-3) → 3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester (89503-43-5)

Guidance literature:

With lithium aluminium tetrahydride; sulfur trioxide pyridine complex; In tetrahydrofuran; 1.) 0 deg C, 2 h, 2.) 20 deg C, 20 h;

DOI:10.1007/BF00956241

Reference yield:

(6E,10E)-geranyllinalool (1113-21-9) → 3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester (89503-43-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 88 percent / PBr₃, pyridine / diethyl ether / -10 °C

2: 80 percent

3: 84.5 percent / n-BuLi / hexane; tetrahydrofuran / 1.5 h / -70 °C

4: 83 percent / Li, NH₃ / diethyl ether / 4 h / -25 °C

5: 86 percent / H₂SO₄ (conc.) / acetone; H₂O / 4 h / Heating

6: 1.41 g / diethyl ether / 1 h / 20 °C

7: 2.5 g / n-BuLi, i-PrNH₂ / hexane; diethyl ether / -70 deg C, 2.5 h -> -35 deg C, 1 h -> 20 deg C, 1 h

8: 90 percent / NaBH₄ / 2 h / 20 °C

9: 68 percent / 1.) C₅H₅N-SO₃, 2.) LiAlH₄ / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) 20 deg C, 20 h

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; ammonia; sulfur trioxide pyridine complex; phosphorus tribromide; lithium; isopropylamine; In tetrahydrofuran; diethyl ether; hexane; water; acetone;

DOI:10.1007/BF00956241

Reference yield:

(6E,10E)-geranylgeranyl bromide (77850-96-5) → 3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester (89503-43-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 80 percent

2: 84.5 percent / n-BuLi / hexane; tetrahydrofuran / 1.5 h / -70 °C

3: 83 percent / Li, NH₃ / diethyl ether / 4 h / -25 °C

4: 86 percent / H₂SO₄ (conc.) / acetone; H₂O / 4 h / Heating

5: 1.41 g / diethyl ether / 1 h / 20 °C

6: 2.5 g / n-BuLi, i-PrNH₂ / hexane; diethyl ether / -70 deg C, 2.5 h -> -35 deg C, 1 h -> 20 deg C, 1 h

7: 90 percent / NaBH₄ / 2 h / 20 °C

8: 68 percent / 1.) C₅H₅N-SO₃, 2.) LiAlH₄ / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) 20 deg C, 20 h

With sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; ammonia; sulfur trioxide pyridine complex; lithium; isopropylamine; In tetrahydrofuran; diethyl ether; hexane; water; acetone;

DOI:10.1007/BF00956241

upstream raw materials:

11-hydroxymethyl-3,7,15,19,23,27-hexamethyloctaeicosa-2Z,6Z,10E,14E,18E,22E,26-hepten-1-ol benzyl ester

(6E,10E)-geranyllinalool

10-oxo-3,7-dimethyldeca-2,6-dien-1-ol benzyl ester

6,10,14,18-tetramethylnonadeca-5E,9E,13E,17-tetraen-1-al N-tert-butylimine