(2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

Base Information

• Chemical Name: (2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane
• CAS No.: 430425-32-4
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 430425-32-4.mol

Synonyms:(2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

Chemical Property of (2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

There total 2 articles about (2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-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: 64.0%

benzaldehyde (100-52-7) + ethyl (R,E)-5-hydroxy-2-hexenoate (154568-29-3) → (2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane (430425-32-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jo0163400

Reference yield:

(4R,5R)-3-(5-methyl-2-oxo-[1,3]dioxolan-4-yl)-acrylic acid ethyl ester (430425-34-6) → (2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane (430425-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / HCOOH; triphenylphosphine; Et₃N / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 3 h / 66 °C

2: 64 percent / t-BuOK / tetrahydrofuran / 0 °C

With formic acid; potassium tert-butylate; triethylamine; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran;

DOI:10.1021/jo0163400

Reference yield: 95.0%

(2R,4R,6R)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane (430425-32-4) → (6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde (430425-35-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1021/jo0163400

upstream raw materials:

benzaldehyde

ethyl (R,E)-5-hydroxy-2-hexenoate

(4R,5R)-3-(5-methyl-2-oxo-[1,3]dioxolan-4-yl)-acrylic acid ethyl ester

Downstream raw materials:

(6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde