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

Base Information

Chemical Name:(2S,3Z)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol
CAS No.:1313708-42-7
Molecular Formula:C₂₁H₂₆O₄
Molecular Weight:342.435
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 7 articles about (2S,3Z)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol 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: 88.0%

: 1313708-39-2
(2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

: 1313708-38-1
(2R,3E)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

: 1313708-42-7
(2S,3Z)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

Guidance literature:: With trimethylaluminum; In hexane; at 0 - 20 ℃; for 0.5h; optical yield given as %ee; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.034

Reference yield:

: 1313708-40-5
4-(methoxymethoxy)-3-methylphenol

: 1313708-42-7
(2S,3Z)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

Guidance literature:: Multi-step reaction with 2 steps

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

2: trimethylaluminum / hexane / 0.5 h / 0 - 20 °C / Inert atmosphere

With tributylphosphine; trimethylaluminum; 1,1'-azodicarbonyl-dipiperidine; In hexane; benzene; 1: Mitsunobu reaction / 2: Claisen rearrangement;
DOI:10.1016/j.tet.2011.05.034

Reference yield:

: 500582-10-5
1-(4-methoxymethoxy-3-methylphenyl)ethanone

: 1313708-42-7
(2S,3Z)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

Guidance literature:: Multi-step reaction with 3 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

3: trimethylaluminum / hexane / 0.5 h / 0 - 20 °C / Inert atmosphere

With tributylphosphine; trimethylaluminum; 3-chloro-benzenecarboperoxoic acid; 1,1'-azodicarbonyl-dipiperidine; In hexane; dichloromethane; benzene; 2: Mitsunobu reaction / 3: Claisen rearrangement;
DOI:10.1016/j.tet.2011.05.034