4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Base Information

• Chemical Name: 4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane
• CAS No.: 221149-05-9
• Molecular Formula: C₂₈H₄₀O₃Si₂
• Molecular Weight: 480.795
• Mol file: 221149-05-9.mol

Synonyms:4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Chemical Property of 4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane

There total 3 articles about 4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane 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: 90.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + 4-allyl-8-trimethylsilanyl-5-(3-trimethylsilanyl-prop-2-ynyl)-oct-1-en-7-yne-4,5-diol (221149-02-6) → 4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane (221149-05-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1016/S0040-4039(98)02635-5

Reference yield:

2-hydroxy-5-trimethylsilanyl-2-(3-trimethylsilanyl-prop-2-ynyl)-pent-4-ynoic acid ethyl ester (221149-01-5) → 4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane (221149-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / tetrahydrofuran / 2 h

2: 90 percent / p-toluenesulfonic acid / toluene / 0.67 h / Heating

With toluene-4-sulfonic acid; In tetrahydrofuran; toluene; 1: Addition / 2: acetalyzation;

DOI:10.1021/jo9914014

Reference yield:

3-bromo-1-(trimethylsilyl)-1-propyne (38002-45-8) → 4,4-diallyl-2-(4-methoxy-phenyl)-5,5-bis-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolane (221149-05-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Zn, HgCl₂ / tetrahydrofuran

2: 88 percent / tetrahydrofuran

3: 90 percent / PTSA / toluene / Heating

With toluene-4-sulfonic acid; mercury dichloride; zinc; In tetrahydrofuran; toluene;

DOI:10.1016/S0040-4039(98)02635-5

upstream raw materials:

p-Anisaldehyde dimethyl acetal

4-allyl-8-trimethylsilanyl-5-(3-trimethylsilanyl-prop-2-ynyl)-oct-1-en-7-yne-4,5-diol

2-hydroxy-5-trimethylsilanyl-2-(3-trimethylsilanyl-prop-2-ynyl)-pent-4-ynoic acid ethyl ester

3-bromo-1-(trimethylsilyl)-1-propyne

Downstream raw materials:

4,4-diallyl-2-(4-methoxy-phenyl)-5,5-di-prop-2-ynyl-[1,3]dioxolane