(2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane

Base Information

• Chemical Name: (2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane
• CAS No.: 443283-28-1
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 443283-28-1.mol

Synonyms:(2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane

Chemical Property of (2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane

There total 3 articles about (2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[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:

3,4-dimethoxy-benzaldehyde (120-14-9) + (2R,3S)-2-methylbutane-1,3-diol (90026-43-0) → (2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane (443283-28-1)

Guidance literature:

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

DOI:10.1021/ol0272343

Reference yield:

methyl 2R,3R-nilate (66767-61-1) → (2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane (443283-28-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether

2: TsOH / benzene / Heating

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In diethyl ether; benzene;

DOI:10.1021/ol0272343

Reference yield:

ethyl anti-(2R,3R)-2-methyl-3-hydroxybutanoate (27372-03-8,51898-35-2,51898-36-3,63647-69-8,78088-27-4,78088-28-5,86853-34-1,92282-67-2,86853-33-0) → (2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane (443283-28-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C / Inert atmosphere

2: toluene-4-sulfonic acid / benzene / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In diethyl ether; benzene;

DOI:10.1021/ja2031085

upstream raw materials:

3,4-dimethoxy-benzaldehyde

(2R,3S)-2-methylbutane-1,3-diol

methyl 2R,3R-nilate

ethyl anti-(2R,3R)-2-methyl-3-hydroxybutanoate