12-(3-benzoylphenyloxy)-farnesol

Base Information

• Chemical Name: 12-(3-benzoylphenyloxy)-farnesol
• CAS No.: 618406-00-1
• Molecular Formula: C₂₈H₃₄O₃
• Molecular Weight: 418.576
• Mol file: 618406-00-1.mol

Synonyms:12-(3-benzoylphenyloxy)-farnesol

Chemical Property of 12-(3-benzoylphenyloxy)-farnesol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 12-(3-benzoylphenyloxy)-farnesol

There total 2 articles about 12-(3-benzoylphenyloxy)-farnesol 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:

(2E,6E)-1-(tert-butyldimethylsilyloxy)-3,7,1,1-trimethyldodeca-2,6,10-triene (61890-77-5) → 12-(3-benzoylphenyloxy)-farnesol (618406-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: SeO₂; t-BuOOH; salycylic acid / CH₂Cl₂; H₂O; various solvent(s) / 12 h

1.2: 55 percent / NaBH₄ / methanol

2.1: 97 percent / PPh₃; diethylazodicarboxylate / tetrahydrofuran / 20 °C

3.1: 79 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; tetrabutyl ammonium fluoride; triphenylphosphine; salicylic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ja036178d

Reference yield:

(2E,6E,10E)-12-((tert-butyldimethylsilyl)oxy)-2,6,10-trimethyldodeca-2,6,10-trien-1-ol (412347-62-7) → 12-(3-benzoylphenyloxy)-farnesol (618406-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / PPh₃; diethylazodicarboxylate / tetrahydrofuran / 20 °C

2: 79 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

With tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/ja036178d

Reference yield:

12-(3-benzoylphenyloxy)-farnesol (618406-00-1) → [3-((2E,6E,10E)-12-Chloro-2,6,10-trimethyl-dodeca-2,6,10-trienyloxy)-phenyl]-phenyl-methanone

Guidance literature:

With N-chloro-succinimide; dimethylsulfide; In dichloromethane; at -40 - 0 ℃; for 2h;

DOI:10.1021/ja036178d

upstream raw materials:

(2E,6E)-1-(tert-butyldimethylsilyloxy)-3,7,1,1-trimethyldodeca-2,6,10-triene

(2E,6E,10E)-12-((tert-butyldimethylsilyl)oxy)-2,6,10-trimethyldodeca-2,6,10-trien-1-ol

Downstream raw materials:

S-[12-(3-benzoylphenyloxy)-farnesyl]-cysteine methyl ester