(3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole

Base Information

Chemical Name:(3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole
CAS No.:1392482-43-7
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole

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Chemical Property of (3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole

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Technology Process of (3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole

There total 5 articles about (3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole 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:

: 1356005-06-5
(3aS,4S,6S,6aS)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbaldehyde

: 60815-18-1
diethyl [(3-methoxyphenyl)methyl]phosphonate

: 1392482-43-7
(3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole

Guidance literature:: diethyl [(3-methoxyphenyl)methyl]phosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h; Inert atmosphere;

(3aS,4S,6S,6aS)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbaldehyde; In tetrahydrofuran; hexane; at 0 - 40 ℃; for 22h; Inert atmosphere;
DOI:10.1039/c2ob25069a

Reference yield:

: 76249-48-4
((3aR,4R,6S,6aS)-2,2,6-trimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

: 1392482-43-7
(3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 22 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / 0 °C / Inert atmosphere

2.2: 22 h / 0 - 40 °C / Inert atmosphere

With n-butyllithium; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1039/c2ob25069a

Reference yield:

: 1352945-24-4
(3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

: 1392482-43-7
(3aR,4R,6S,6aS)-4-(3-methoxystyryl)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 3 h / 20 °C / 750.08 Torr

2.1: Dess-Martin periodane / dichloromethane / 22 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / 0 °C / Inert atmosphere

3.2: 22 h / 0 - 40 °C / Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; hydrogen; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1039/c2ob25069a