ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate

Base Information

• Chemical Name: ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate
• CAS No.: 1011710-35-2
• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.406
• Mol file: 1011710-35-2.mol

Synonyms:ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate

Chemical Property of ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate

There total 2 articles about ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate 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: 72.0%

5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione (15795-54-7) + ethylacetoacetate, K(+) salt (66279-50-3,25368-78-9) → ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate (1011710-35-2)

Guidance literature:

5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione; ethylacetoacetate, K(+) salt; In dimethyl sulfoxide; at 20 ℃;

With hydrogenchloride; In dimethyl sulfoxide; Further stages.;

DOI:10.1021/jo702590s

Reference yield:

5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione (15795-54-7) + ethyl acetoacetate (141-97-9) → ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate (1011710-35-2)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In dimethyl sulfoxide; mineral oil; for 0.0833333h;

5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione; In dimethyl sulfoxide; mineral oil; for 2h; diastereoselective reaction;

DOI:10.1021/acs.orglett.7b01225

Reference yield:

ethyl 2-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(4-methoxyphenyl)methyl)-3-oxobutanoate (1011710-35-2) → (±)-ethyl 3-hydroxy-5-(4-methoxyphenyl)-3,9,9-trimethyl-7,11-dioxo-1,2,8,10-tetraoxaspiro[5.5]undecane-4-carboxylate

Guidance literature:

With copper(II) nitrate trihydrate; oxygen; In acetonitrile; at 0 - 20 ℃; under 760.051 Torr; diastereoselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.7b01225

upstream raw materials:

5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

ethylacetoacetate, K(+) salt

ethyl acetoacetate

Refernces

• 1、 Kaumanns, Oliver,Mayr, Herbert. "Electrophilicity parameters of 5-benzylidene-2,2-dimethyl[1,3]dioxane-4,6- diones (benzylidene meldrum's acids)". . p. 2738 - 2745. Retrieved 2008/09/20.