(2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane

Base Information

Chemical Name:(2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane
CAS No.:1192350-59-6
Molecular Formula:C₁₅H₂₀O₃
Molecular Weight:248.322
Hs Code.:

Synonyms:(2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane

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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 (2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane

Chemical Property:

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Technology Process of (2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane

There total 1 articles about (2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 130980-73-3
(2R,3S)-2-allylbutane-1,3-diol

: 1192350-59-6
(2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane;
DOI:10.1021/ol902110a

Reference yield: 90.0%

: 1192350-59-6
(2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane

: 1192350-60-9
(S)-2-((R)-1-(4-methoxybenzyloxy)ethyl)pent-4-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 - 0 ℃;
DOI:10.1021/ol902110a

Reference yield:

: 1192350-59-6
(2R,4S,5R)-5-allyl-2-(4-methoxyphenyl)-4-methyl-1,3-dioxane

: C₆₆H₁₀₂O₁₀Si₂

Guidance literature:: Multi-step reaction with 13 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 - 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 3 h / 0 - 23 °C

4.1: ozone / dichloromethane / -78 °C

4.2: -78 - 20 °C

5.1: triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane / dichloromethane / 3 h / -78 °C

5.2: 3 h / -78 - 20 °C

5.3: 20 °C

6.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

7.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 °C

8.1: dmap; triethylamine / dichloromethane / 20 h / 20 °C

9.1: sodium iodide / acetone / 24 h / Reflux

10.1: tert.-butyl lithium; 9-methoxy-9-BBN / tetrahydrofuran; diethyl ether; hexane; pentane / 1.08 h / -78 - 20 °C

10.2: 20 °C

11.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 0.75 h

12.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 4 h / 20 °C

12.2: 12 h / 20 °C

13.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / 20 °C

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; pyridine hydrofluoride; 2,4,6-trichlorobenzoyl chloride; tert.-butyl lithium; diisobutylaluminium hydride; ozone; triethylamine; 9-methoxy-9-BBN; sodium iodide; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetone; toluene; pentane; 5.1: Aldol reaction / 5.2: Aldol reaction / 10.2: Suzuki-Miyaura coupling / 12.1: Yamaguchi esterification / 12.2: Yamaguchi esterification;
DOI:10.1016/j.tet.2011.07.066