Methyl 3,6-dimethoxy-2-(2-methoxy-2-oxoethyl)benzoate

Base Information

• Chemical Name: Methyl 3,6-dimethoxy-2-(2-methoxy-2-oxoethyl)benzoate
• CAS No.: 16101-72-7
• Molecular Formula: C13H16O6
• Molecular Weight: 268.266
• DSSTox Substance ID: DTXSID00549606
• Wikidata: Q82428710

Synonyms:16101-72-7;Methyl 3,6-dimethoxy-2-(2-methoxy-2-oxoethyl)benzoate;DTXSID00549606

Chemical Property of Methyl 3,6-dimethoxy-2-(2-methoxy-2-oxoethyl)benzoate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 268.09468823
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)OC)C(=O)OC)CC(=O)OC

Technology Process of Methyl 3,6-dimethoxy-2-(2-methoxy-2-oxoethyl)benzoate

There total 3 articles about Methyl 3,6-dimethoxy-2-(2-methoxy-2-oxoethyl)benzoate 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: 47.0%

1-bromo-2,5-dimethoxybenzene (25245-34-5) + malonic acid dimethyl ester (108-59-8) → 3,6-Dimethoxy-homophthalsaeure-dimethylester (16101-72-7)

Guidance literature:

malonic acid dimethyl ester; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;

1-bromo-2,5-dimethoxybenzene; In tetrahydrofuran; at -78 ℃; for 2.75h;

With ammonium chloride; In tetrahydrofuran; water;

DOI:10.1002/anie.201007613

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-tert-Butoxycarbonylmethyl-3,6-dihydroxy-benzoic acid tert-butyl ester (111171-67-6) + methyl iodide (74-88-4) → 3,6-Dimethoxy-homophthalsaeure-dimethylester (16101-72-7)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00292a041

Reference yield:

→ 3,6-Dimethoxy-homophthalsaeure-dimethylester (16101-72-7)

Guidance literature:

entspr. Dicarbonsaeure, CH2N2;

upstream raw materials:

diazomethane

2-tert-Butoxycarbonylmethyl-3,6-dihydroxy-benzoic acid tert-butyl ester

methyl iodide

1-bromo-2,5-dimethoxybenzene

Downstream raw materials:

C₁₄H₁₇NO₃

C₁₃H₁₅NO₃

C₃₉H₄₂ClNO₆Si

C₃₉H₄₂ClNO₆Si

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