(2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

Base Information

Chemical Name:(2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol
CAS No.:947380-79-2
Molecular Formula:C₁₈H₂₈O₄
Molecular Weight:308.418
Hs Code.:

Synonyms:(2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

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Chemical Property of (2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

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Technology Process of (2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

There total 15 articles about (2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol 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: 91.0%

: tert-butyl((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-ethyl-1,3-dioxan-4-yl)-2-methylpentyloxy)diphenylsilane

: 947380-79-2
(2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.24820/ark.5550190.p010.287

Reference yield: 91.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 124819-04-1
(2S,3S,4S,6R)-2,4,6-trimethylheptane-1,3,7-triol

: 947380-79-2
(2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jo0704762

Reference yield:

: 881214-73-9
(2S,3S,4R,5S,6S)-5-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3,7-triol

: 947380-79-2
(2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / imidazole / CH₂Cl₂ / 0 °C

2.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3.1: 93 percent / DIBALH / CH₂Cl₂ / -78 °C

4.1: 94 percent / DIEA; DMAP / CH₂Cl₂ / 0 - 20 °C

5.1: 95 percent / DDQ / CH₂Cl₂; H₂O / 0 °C

6.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

6.2: 100 percent / tetrahydrofuran / 0 - 20 °C

7.1: 91 percent / Bu₃SnH; AIBN / benzene / Heating

8.1: 90 percent / aq. HCl / tetrahydrofuran / 20 °C

9.1: 91 percent / CSA / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; benzene; 2.1: Dess-Martin oxidation;
DOI:10.1021/jo0704762