(2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

Base Information

Chemical Name:(2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane
CAS No.:1185750-49-5
Molecular Formula:C₁₆H₂₂O₃
Molecular Weight:262.349
Hs Code.:

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

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

There total 1 articles about (2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-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: 82.0%

: 522665-54-9
(2S,3R,4S)-1-[(4-methoxyphenyl)methoxy]-2,4-dimethyl-5-hexen-3-ol

: 1185750-49-5
(2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃; for 3h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.073

Reference yield: 97.0%

: 1185750-49-5
(2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

: 1044739-29-8
(2S,3R,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylhex-5-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 - 0 ℃; for 3.5h; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.073

Reference yield:

: 1185750-49-5
(2R,4R,5S)-4-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

: 1185750-51-9
tert-butyl((S)-2-((2S,4S,5R,6S)-2-(4-methoxyphenyl)-5-methyl-6-((trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)propoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / hexane; toluene / 3.5 h / -78 - 0 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / Inert atmosphere

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; acetone / 48 h / 20 °C / pH 7 / aq. buffer; Inert atmosphere

4.1: sodium periodate / tetrahydrofuran / 2 h / 0 - 20 °C / pH 7 / aq. buffer

5.1: diethylzinc / toluene / 1 h / Inert atmosphere; Reflux

5.2: 1 h / 20 °C / Inert atmosphere

5.3: Inert atmosphere

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 °C / Molecular sieve; Inert atmosphere

With dmap; sodium periodate; osmium(VIII) oxide; diethylzinc; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene;
DOI:10.1016/j.tet.2009.04.073