5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol

Base Information

• Chemical Name: 5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol
• CAS No.: 1203460-65-4
• Molecular Formula: C₂₉H₃₆O₃
• Molecular Weight: 432.603
• Mol file: 1203460-65-4.mol

Synonyms:5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol

Chemical Property of 5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol

There total 14 articles about 5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol 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: 57.0%

1,3-bis(methoxymethoxy)-5-[(E)-4-(methoxymethoxy)styryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene (1414125-30-6) → 5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol (1203460-65-4)

Guidance literature:

With CSA; In methanol; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0032-1316765

Reference yield:

4-methoxymethoxy-benzaldehyde (6515-21-5) → 5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol (1203460-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 °C / Inert atmosphere

1.2: 24 h / 25 °C / Inert atmosphere

2.1: triethylamine; palladium diacetate; triphenylphosphine / acetonitrile / 24 h / 85 °C / Inert atmosphere

3.1: CSA / methanol / 12 h / 25 °C / Inert atmosphere

With n-butyllithium; palladium diacetate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; hexane; acetonitrile; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 2.1: |Heck Reaction;

DOI:10.1055/s-0032-1316765

Reference yield:

farnesyl bromide (24163-93-7,24163-94-8,56881-57-3,6874-67-5,28290-41-7) → 5-[(E)-4-hydroxystyryl]-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol (1203460-65-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere

2.1: N,N-dimethyl-aniline / 3 h / 200 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 0.5 h / -20 °C / Inert atmosphere

3.2: 2 h / -20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride / N,N-dimethyl-formamide / 8 h / 120 °C / Inert atmosphere

5.1: CSA / methanol / 12 h / 25 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; lithium chloride; In methanol; dichloromethane; N,N-dimethyl-aniline; N,N-dimethyl-formamide; 2.1: |Claisen Rearrangement / 4.1: |Stille Cross Coupling;

DOI:10.1055/s-0032-1316765

upstream raw materials:

1,3-bis(methoxymethoxy)-5-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]oxy}benzene

1,3-bis(methoxymethoxy)-5-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]oxy}benzene

3,5-bis(methoxymethoxy)-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]phenyl trifluoromethanesulfonate

1-(methoxymethoxy)-4-vinylbenzene