(E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal

Base Information

• Chemical Name: (E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal
• CAS No.: 548483-76-7
• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.387
• Mol file: 548483-76-7.mol

Synonyms:(E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal

Chemical Property of (E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal

There total 2 articles about (E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal 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: 70.0%

acrolein (107-02-8,25068-14-8) + (4S,6S)-4-Allyl-2,2-dimethyl-6-phenethyl-[1,3]dioxane (548483-75-6) → (E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal (548483-76-7)

Guidance literature:

With imidazolidine-based ruthenium metathesis catalyst; In dichloromethane; at 25 ℃;

DOI:10.1021/ol034619s

Reference yield:

(3S,5S)-1-phenyl-7-octene-3,5-diol (548483-74-5) → (E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal (548483-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / CSA / acetone / 0.33 h / 25 °C

2: 70 percent / imidazolidine-based ruthenium metathesis catalyst / CH₂Cl₂ / 25 °C

With imidazolidine-based ruthenium metathesis catalyst; camphor-10-sulfonic acid; In dichloromethane; acetone;

DOI:10.1021/ol034619s

Reference yield: 84.0%

(E)-4-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-but-2-enal (548483-76-7) → (E)-(R)-7-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-hepta-1,5-dien-4-ol (548483-77-8)

Guidance literature:

In diethyl ether; at -78 ℃; for 4h;

DOI:10.1021/ol034619s

upstream raw materials:

acrolein

(4S,6S)-4-Allyl-2,2-dimethyl-6-phenethyl-[1,3]dioxane

(3S,5S)-1-phenyl-7-octene-3,5-diol

Downstream raw materials:

(E)-(R)-7-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-hepta-1,5-dien-4-ol

(R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

acrylic acid (E)-(R)-1-allyl-4-{(4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl}-but-2-enyl ester