Methyl 3,4-dimethoxy-alpha-(2-methoxyacetyl)benzeneacetate

Base Information

Chemical Name:Methyl 3,4-dimethoxy-alpha-(2-methoxyacetyl)benzeneacetate
CAS No.:849100-05-6
Molecular Formula:C₁₄H₁₈O₆
Molecular Weight:282.293
Hs Code.:
DSSTox Substance ID:DTXSID801209782

Synonyms:Methyl 3,4-dimethoxy-alpha-(2-methoxyacetyl)benzeneacetate;DTXSID801209782;849100-05-6

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Chemical Property of Methyl 3,4-dimethoxy-alpha-(2-methoxyacetyl)benzeneacetate

Chemical Property:

XLogP3:1.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:282.11033829
Heavy Atom Count:20
Complexity:330

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COCC(=O)C(C1=CC(=C(C=C1)OC)OC)C(=O)OC

Technology Process of Methyl 3,4-dimethoxy-alpha-(2-methoxyacetyl)benzeneacetate

There total 1 articles about Methyl 3,4-dimethoxy-alpha-(2-methoxyacetyl)benzeneacetate 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: 62.0%

: 6290-49-9
methyl methoxyacetate

: 15964-79-1
methyl (3,4-dimethoxyphenyl)acetate

: 849100-05-6
2-(3,4-dimethoxy-phenyl)-4-methoxy-3-oxo-butyric acid methyl ester

Guidance literature:: methyl (3,4-dimethoxyphenyl)acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

methyl methoxyacetate; In tetrahydrofuran; at -78 - 20 ℃; for 12h;
DOI:10.1016/j.tet.2004.12.048

Reference yield: 83.0%

: 849100-05-6
2-(3,4-dimethoxy-phenyl)-4-methoxy-3-oxo-butyric acid methyl ester

: 75-77-4
chloro-trimethyl-silane

: 849100-08-9
(Z)-2-(3,4-Dimethoxy-phenyl)-4-methoxy-3-trimethylsilanyloxy-but-2-enoic acid methyl ester

Guidance literature:: With triethylamine; In benzene; at 20 ℃; for 72h;
DOI:10.1016/j.tet.2004.12.048

Reference yield:

: 849100-05-6
2-(3,4-dimethoxy-phenyl)-4-methoxy-3-oxo-butyric acid methyl ester

: 849100-12-5
(3,4-dimethoxy-phenyl)-(4-hydroxy-3-methoxy-5-oxo-5H-furan-2-ylidene)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / triethylamine / benzene / 72 h / 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 89 percent / tetrahydrofuran / 12 h / -78 - 20 °C

3.1: 61 percent / Me₃SiOTf / CH₂Cl₂ / 14 h / -78 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/j.tet.2004.12.048