Hexadecanoic acid,[4-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2-formyl-3-hydroxy-5-methoxyphenyl]methylester

Base Information

• Chemical Name: Hexadecanoic acid,[4-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2-formyl-3-hydroxy-5-methoxyphenyl]methylester
• CAS No.: 157207-54-0
• Molecular Formula: C35H56 O5
• Molecular Weight: 556.827
• Mol file: 157207-54-0.mol

Synonyms:Hexadecanoicacid, [4-(3,7-dimethyl-2,6-octadienyl)-2-formyl-3-hydroxy-5-methoxyphenyl]methylester, (E)-; Hexadecanoic acid,[4-[(2E)-3,7-dimethyl-2,6-octadienyl]-2-formyl-3-hydroxy-5-methoxyphenyl]methylester (9CI); Hericene A

Chemical Property of Hexadecanoic acid,[4-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2-formyl-3-hydroxy-5-methoxyphenyl]methylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Hexadecanoic acid,[4-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2-formyl-3-hydroxy-5-methoxyphenyl]methylester

There total 10 articles about Hexadecanoic acid,[4-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2-formyl-3-hydroxy-5-methoxyphenyl]methylester 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: 97.0%

C37H60O6 → (E)-4-(3,7-dimethylocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxybenzyl palmitate (157207-54-0)

Guidance literature:

With 2-methyl-but-2-ene; dimethylboron bromide; In dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.03.065

Reference yield: 70.0%

C37H60O6 (1345545-28-9) → (E)-4-(3,7-dimethylocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxybenzyl palmitate (157207-54-0)

Guidance literature:

C₃₇H₆₀O₆; With dimethylboron bromide; In dichloromethane; at -78 ℃; for 1.2h;

With water; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/j.tet.2011.09.104

Reference yield:

(E)-4-(3,7-dimethylocta-2,6-dien-1-yl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)benzyl palmitate (1345545-25-6) → (E)-4-(3,7-dimethylocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxybenzyl palmitate (157207-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; Dess-Martin periodane / dichloromethane / 3 h / 20 °C

2: dimethylboron bromide / dichloromethane / 1.2 h / -78 °C

With pyridine; dimethylboron bromide; Dess-Martin periodane; In dichloromethane; 1: Dess-Martin oxidation;

DOI:10.1016/j.tet.2011.09.104

upstream raw materials:

trans-geranyl bromide

6-bromo-7-hydroxy-5-methoxyisobenzofuran-1(3H)-one

6-bromo-5-methoxy-7-(methoxymethoxy)isobenzofuran-1(3H)-one

(E)-6-(3,7-dimethylocta-2,6-dienyl)-5-methoxy-7-(methoxymethoxy)isobenzofuran-1(3H)-one