(S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol

Base Information

• Chemical Name: (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol
• CAS No.: 1383371-23-0
• Molecular Formula: C₂₄H₄₀O₅
• Molecular Weight: 408.579
• Mol file: 1383371-23-0.mol

Synonyms:(S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol

Chemical Property of (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol

There total 9 articles about (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol 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:

dodec-11-en-1-ol (35289-31-7) + (S)-1-methoxy-4-((2-(methoxymethoxy)but-3-enyloxy)methyl)benzene (1383371-21-8) → (S,Z)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol + (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol (1383371-23-0)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 6h; optical yield given as %de; Inert atmosphere; Reflux;

DOI:10.1016/j.tetasy.2012.04.004

Reference yield:

(12-bromododecyloxy)(tert-butyl)dimethylsilane (134413-60-8) → (S,Z)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol + (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol (1383371-23-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2: toluene-4-sulfonic acid / methanol / 1 h / 0 - 20 °C / Inert atmosphere

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 6 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium tert-butylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.tetasy.2012.04.004

Reference yield:

(S)-1-(4-methoxybenzyloxy)but-3-en-2-ol → (S,Z)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol + (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol (1383371-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 6 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/j.tetasy.2012.04.004

upstream raw materials:

dodec-11-en-1-ol

(S)-1-methoxy-4-((2-(methoxymethoxy)but-3-enyloxy)methyl)benzene

1,12-dodecandiol

12-bromododecanol

Downstream raw materials:

(S,E)-1-((14-iodo-2-(methoxymethoxy)tetradec-3-enyloxy)methyl)-4-methoxybenzene

(S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal