(2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

Base Information

• Chemical Name: (2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene
• CAS No.: 1313708-39-2
• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.435
• Mol file: 1313708-39-2.mol

Synonyms:(2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

Chemical Property of (2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

There total 4 articles about (2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene 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: 81.0%

4-(methoxymethoxy)-3-methylphenol (1313708-40-5) + (S,E)-1-(benzyloxy)pent-3-en-2-ol (132340-20-6) → (2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene (1313708-39-2) + (E)-4-(5-(benzyloxy)pent-3-en-2-yloxy)-1-(methoxymethoxy)-2-methylbenzene

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In benzene; at 0 - 20 ℃; for 0.25h; optical yield given as %ee; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.034

Reference yield: 7.0%

4-(methoxymethoxy)-3-methylphenol (1313708-40-5) + (S,E)-1-(benzyloxy)pent-3-en-2-ol (132340-20-6) → (2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene (1313708-39-2) + (3E)-4-[5-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In benzene; at 0 - 60 ℃; for 0.5h;

DOI:10.3987/COM-13-S(S)50

Reference yield:

1-(4-methoxymethoxy-3-methylphenyl)ethanone (500582-10-5) → (2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene (1313708-39-2) + (E)-4-(5-(benzyloxy)pent-3-en-2-yloxy)-1-(methoxymethoxy)-2-methylbenzene

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

2: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / benzene / 0.25 h / 0 - 20 °C / Inert atmosphere

With tributylphosphine; 3-chloro-benzenecarboperoxoic acid; 1,1'-azodicarbonyl-dipiperidine; In dichloromethane; benzene; 2: Mitsunobu reaction;

DOI:10.1016/j.tet.2011.05.034

upstream raw materials:

4-(methoxymethoxy)-3-methylphenol

(S,E)-1-(benzyloxy)pent-3-en-2-ol

1-(4-methoxymethoxy-3-methylphenyl)ethanone

4-hydroxy-3-methylphenyl methyl ketone

Downstream raw materials:

(R)-4-(5-(methoxymethoxy)-4-methyl-2-(2-methylbut-3-en-2-yloxy)phenyl)pentan-1-ol

(2R,3E)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

(2S,3Z)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

(R)-2-(5-hydroxypentan-2-yl)-4-(methoxymethoxy)-5-methylphenol