ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate

Base Information

• Chemical Name: ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate
• CAS No.: 1323988-51-7
• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.342
• Mol file: 1323988-51-7.mol

Synonyms:ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate

Chemical Property of ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate

There total 1 articles about ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate 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%

(4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-ol (312623-79-3) + chloroformic acid ethyl ester (541-41-3) → ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate (1323988-51-7)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201303241

Reference yield: 93.0%

ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate (1323988-51-7) → (4aR,6R,8aS)-6-ethoxy-2-(4-methoxyphenyl)-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis(di-tertbutylphosphino)ferrocene; In toluene; at 80 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere;

DOI:10.1002/chem.201303241

Reference yield: 90.0%

pyridine-2-carbaldehyde (1121-60-4) + ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate (1323988-51-7) → ((4aR,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-6-yl)(pyridin-2-yl)methanone

Guidance literature:

ethyl (4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl carbonate; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis(di-tertbutylphosphino)ferrocene; 3,4-dimethyl-5-(2-hydroxyethyl)thiazolium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 20 ℃; for 0.0833333h;

pyridine-2-carbaldehyde; In toluene; at 80 ℃; for 3.5h; Reagent/catalyst; Solvent; Temperature; Concentration;

DOI:10.1039/c4cc06111j

upstream raw materials:

(4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-ol

chloroformic acid ethyl ester

Downstream raw materials:

(4aR,6S,8aR)-6-(2,6-dimethoxyphenyl)-2-(4-methoxyphenyl)-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-yl ethyl carbonate