(4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane

Base Information

• Chemical Name: (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane
• CAS No.: 325794-19-2
• Molecular Formula: C₁₈H₂₃BrO₄
• Molecular Weight: 383.282
• Mol file: 325794-19-2.mol

Synonyms:(4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane

Chemical Property of (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane

There total 3 articles about (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[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%

(3R,4R)-1,5-hexadiene-3,4-diol (1069-23-4,19700-96-0,19700-97-1,58208-04-1,144829-86-7,112571-38-7) + 4-Brom-3',4'-dimethoxybutyrophenon (105174-48-9) → (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane (325794-19-2)

Guidance literature:

With camphor-10-sulfonic acid; In benzene; for 12h; Heating;

DOI:10.1021/jo0263014

Reference yield:

1,2-dimethoxybenzene (91-16-7) → (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane (325794-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / AlCl₃ / CH₂Cl₂ / 3 h / 0 °C

2: 90 percent / CSA / benzene / 12 h / Heating

With aluminium trichloride; camphor-10-sulfonic acid; In dichloromethane; benzene;

DOI:10.1021/ol006887l

Reference yield:

1,2-dimethoxybenzene (91-16-7) → (4R,5R)-2-(3-Bromo-propyl)-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane (325794-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / AlCl₃ / CH₂Cl₂ / 3 h / 0 °C

2: 90 percent / camphorsulfonic acid / benzene / 12 h / Heating

With aluminium trichloride; camphor-10-sulfonic acid; In dichloromethane; benzene; 1: Friedel-Crafts reaction;

DOI:10.1021/jo0263014

upstream raw materials:

(3R,4R)-1,5-hexadiene-3,4-diol

4-Brom-3',4'-dimethoxybutyrophenon

1,2-dimethoxybenzene

Downstream raw materials:

(4R,5R)-2-Allyl-2-(3,4-dimethoxy-phenyl)-4,5-divinyl-[1,3]dioxolane

(1R,5R,7R)-5-(3,4-Dimethoxy-phenyl)-7-vinyl-6,8-dioxa-bicyclo[3.2.1]oct-2-ene

(1R,2R,3R,5R,7R)-7-((R)-1,2-Dihydroxy-ethyl)-5-(3,4-dimethoxy-phenyl)-6,8-dioxa-bicyclo[3.2.1]octane-2,3-diol

Acetic acid (1S,2R,3S,5R,7R)-2-acetoxy-7-((R)-1,2-diacetoxy-ethyl)-5-(3,4-dimethoxy-phenyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester