3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether

Base Information

• Chemical Name: 3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether
• CAS No.: 89503-42-4
• Molecular Formula: C₄₂H₆₄O₂
• Molecular Weight: 600.969
• Mol file: 89503-42-4.mol

Synonyms:3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether

Chemical Property of 3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether

There total 11 articles about 3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether 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: 93.0%

benzyl 3,7,15,19,23,27-hexamethyl-11-formyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol (89503-40-2) → 3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether (89503-42-4)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1007/BF00948516

Reference yield:

(6E,10E)-geranyllinalool (1113-21-9) → 3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether (89503-42-4)

Guidance literature:

Multi-step reaction with 9 steps

1: PBr₃, pyridine / diethyl ether / -10 °C / E/Z ratio 3:1

2: 87 percent

3: 1.) n-BuLi / 1.) - 70 deg C, 4 h 2.) - 70 deg C, 2 h.

4: Li, NH₃ / 4 h / -30 °C / sealed ampoule

5: H₂O,H⁽¹⁺⁾

7: 1.) LDA / 1.) ether,hexane, -20 to 0 deg C, 2 h 2.) -70 to -30 deg C, 4.5 h.

8: 5percent aq. oxalic acid

9: 90 percent / NaBH₄

With pyridine; sodium tetrahydroborate; n-butyllithium; ammonia; water; oxalic acid; hydrogen cation; phosphorus tribromide; lithium; lithium diisopropyl amide; In diethyl ether;

DOI:10.1016/S0040-4039(00)94132-7

Reference yield:

6,10,14,18-tetramethylnonadeca-5E,9E,13E,17-tetraen-1-al N-tert-butylimine (89503-34-4) → 3,7,15,19,23,27-hexamethyl-11-hydroxymethyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol benzyl ether (89503-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA 3.) (COOH)2*2H₂O / 1.) hexane 2.) hexane-H₂O

2: 93 percent / NaBH₄

With sodium tetrahydroborate; oxalic acid; lithium diisopropyl amide;

DOI:10.1007/BF00948516

upstream raw materials:

benzyl 3,7,15,19,23,27-hexamethyl-11-formyloctaeicosa-2E,6Z,10E,14E,18E,22E,26-heptaen-1-ol

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

10-benzyloxy-4,8-dimethyldeca-4Z,8E-dien-1-al

benzyl ether of E,Z-farnesol

Downstream raw materials:

3,7,11,15,19,23,27-heptamethyloctaeicosa-2E,6Z,10Z,14E,18E,22E,26-heptaen-1-ol benzyl ether