(2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane

Base Information

Chemical Name:(2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane
CAS No.:186258-85-5
Molecular Formula:C₂₁H₃₀O₄
Molecular Weight:346.467
Hs Code.:

Synonyms:(2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane

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Chemical Property of (2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane

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Technology Process of (2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane

There total 5 articles about (2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-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:

: 34164-50-6
4-penten-1-ylmagnesium bromide

: 186258-85-5
(2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) zinc(II) chloride; 2.) CF₃CO₂H; 3.) CSA / 1.) Et₂O, -90 deg C; 2.) TFH/H₂O, reflux; 3.) DMF, 80 deg C

2: 83 percent / NaH / dimethylformamide / Ambient temperature

3: lithium aluminum hydride / diethyl ether / Heating

4: SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / Ambient temperature

5: n-BuLi / tetrahydrofuran / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; pyridine-SO₃ complex; camphor-10-sulfonic acid; sodium hydride; triethylamine; trifluoroacetic acid; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02233-2

Reference yield:

: 186258-71-9
(2R,4S,5R)-2-(4-Methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxan-5-ol

: 186258-85-5
(2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaH / dimethylformamide / Ambient temperature

2: lithium aluminum hydride / diethyl ether / Heating

3: SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / Ambient temperature

4: n-BuLi / tetrahydrofuran / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; pyridine-SO₃ complex; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02233-2

Reference yield:

: 186258-88-8
2-[(2R,4S,5R)-2-(4-Methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxan-5-yloxy]-butyric acid methyl ester

: 186258-85-5
(2R,4S,5R)-5-((R)-1-Ethyl-allyloxy)-2-(4-methoxy-phenyl)-4-pent-4-enyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 3 steps

1: lithium aluminum hydride / diethyl ether / Heating

2: SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / Ambient temperature

3: n-BuLi / tetrahydrofuran / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; pyridine-SO₃ complex; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(96)02233-2