(4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane

Base Information

Chemical Name:(4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane
CAS No.:507480-26-4
Molecular Formula:C₁₉H₂₄O₃
Molecular Weight:300.398
Hs Code.:

Synonyms:(4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane

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Chemical Property of (4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane

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Technology Process of (4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane

There total 7 articles about (4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-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: 71.0%

: 507480-08-2
(4R,6R,7S)-6-(4-Methoxy-benzyloxy)-7-methyl-dec-1-en-9-yn-4-ol

: 507480-26-4
(4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 20 ℃;
DOI:10.1021/jo026798h

Reference yield:

: 507480-04-8
(2R,4R)-2-(4-methoxyphenyl)-4-((S)-1-methyl-prop-2-enyl)-[1,3]dioxane

: 507480-26-4
(4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane

Guidance literature:: Multi-step reaction with 7 steps

1.1: ozone / CH₂Cl₂; methanol / -78 °C

1.2: 83 percent / NaBH₄ / CH₂Cl₂; methanol / 4 h / 20 °C

2.1: 77 percent / pyridine; DMAP / CH₂Cl₂ / 15 h / 20 °C

3.1: 71 percent / dimethylsulfoxide / 15 h / 20 °C

4.1: 92 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 - -40 °C

5.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

6.1: 413 mg / diethyl ether / 0.33 h / 0 °C

7.1: 71 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0 - 20 °C

With pyridine; dmap; diisobutylaluminium hydride; Dess-Martin periodane; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; 5.1: Dess-Martin oxidation;
DOI:10.1021/jo026798h

Reference yield:

: 507480-25-3
(3R,4S)-3-(4-Methoxy-benzyloxy)-4-methyl-hept-6-ynal

: 507480-26-4
(4R,6R)-4-allyl-2-(4-methoxyphenyl)-6-[(1S)-1-methylbut-3-ynyl]-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: 413 mg / diethyl ether / 0.33 h / 0 °C

2: 71 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0 - 20 °C

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water;
DOI:10.1021/jo026798h