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

Base Information

• Chemical Name: (S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene
• CAS No.: 1615198-56-5
• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.337
• Mol file: 1615198-56-5.mol

Synonyms:(S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene

Chemical Property of (S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene

There total 1 articles about (S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene 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: 90.0%

chloromethyl methyl ether (107-30-2) + (S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol (146916-73-6) → (S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene (1615198-56-5)

Guidance literature:

(S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

chloromethyl methyl ether; With tetra-(n-butyl)ammonium iodide; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2014.05.021

Reference yield:

(S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene (1615198-56-5) → (3S,6R,9R,E)-9-(tert-butyldiphenylsilyloxy)-3,6-bis(methoxymethoxy)octadec-4-enoic acid (1615198-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; aq. phosphate buffer / 1 h / 20 °C / pH 7 / Inert atmosphere

2: Hoveyda-Grubbs catalyst second generation / dichloromethane / 24 h / Reflux; Inert atmosphere

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / water / 2 h / 20 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In aq. phosphate buffer; dichloromethane; water;

DOI:10.1016/j.tet.2014.05.021

Reference yield:

(S)-1-methoxy-4-((3-(methoxymethoxy)pent-4-enyloxy)methyl)benzene (1615198-56-5) → (3S,6R,9R,E)-9-(tert-butyldiphenylsilyloxy)-3,6-bis(methoxymethoxy)octadec-4-en-1-ol (1615198-70-3) + (3R,6R,9R,E)-9-(tert-butyldiphenylsilyloxy)-3,6-bis(methoxymethoxy)octadec-4-en-1-ol

Guidance literature:

Multi-step reaction with 2 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; aq. phosphate buffer / 1 h / 20 °C / pH 7 / Inert atmosphere

2: Hoveyda-Grubbs catalyst second generation / dichloromethane / 24 h / Reflux; Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In aq. phosphate buffer; dichloromethane;

DOI:10.1016/j.tet.2014.05.021

upstream raw materials:

chloromethyl methyl ether

(S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol

Downstream raw materials:

(3S,6R,9R,E)-9-(tert-butyldiphenylsilyloxy)-3,6-bis(methoxymethoxy)octadec-4-en-1-ol

(3S,6R,9R,E)-9-(tert-butyldiphenylsilyloxy)-3,6-bis(methoxymethoxy)octadec-4-enoic acid