(2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane

Base Information

Chemical Name:(2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane
CAS No.:1251751-70-8
Molecular Formula:C₁₈H₂₄O₄
Molecular Weight:304.386
Hs Code.:

Synonyms:(2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane

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Chemical Property of (2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane

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Technology Process of (2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane

There total 3 articles about (2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane 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: 99.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 164471-44-7
ethyl E-3-<(2S,4S)-2-phenyl-1,3-dioxan-4-yl>prop-2-en-ol

: 1251751-70-8
(2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.3987/COM-10-11988

Reference yield:

: 145958-02-7
(2S,4S)-2-phenyl-1,3-dioxane-4-carboxaldehyde

: 1251751-70-8
(2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

With sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; mineral oil; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.3987/COM-10-11988

Reference yield:

: 103773-79-1
[(2S,4S)-2-phenyl-1,3-dioxan-4-yl]methanol

: 1251751-70-8
(2S,4S)-2-phenyl-4-((E)-3-(tetrahydro-2H-pyran-2-yloxy)prop-1-enyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; mineral oil; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.3987/COM-10-11988