2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester
• CAS No.: 862785-22-6
• Molecular Formula: C₁₉H₂₄O₉
• Molecular Weight: 396.394
• Mol file: 862785-22-6.mol

Synonyms:2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester

Chemical Property of 2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester

There total 1 articles about 2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester 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: 80.0%

5-iodo-1,2,3-trimethoxybenzene (25245-29-8) + dimethyl (methoxymethylene)malonate (22398-14-7) + propargyl alcohol (107-19-7) → 2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester (862785-22-6)

Guidance literature:

With sodium hydride; PdCl₂(AsPh₃)2; In tetrahydrofuran; dimethyl sulfoxide; at 30 ℃; for 3h;

DOI:10.1021/ol050690h

Reference yield: 99.0%

2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester (862785-22-6) → 2-methoxy-4-(3,4,5-trimethoxybenzyl)-dihydrofuran-3,3-dicarboxylic acid dimethyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 7500.6 Torr;

DOI:10.1021/ol050690h

Reference yield:

2-methoxy-4-[1-(3,4,5-trimethoxyphenyl)-meth-(Z)-ylidene]-dihydrofuran-3,3-dicarboxylic acid dimethyl ester (862785-22-6) → 2-(3,4,5-trimethoxybenzyl)-cyclopropane-1,1-dicarboxylic acid dimethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd/C / ethyl acetate / 7500.6 Torr

2: 65 percent / Sc(OTf)3; nolecular sieves 3 Angstroem / toluene / 4 h / 70 °C

With hydrogen; scandium tris(trifluoromethanesulfonate); palladium on activated charcoal; In ethyl acetate; toluene;

DOI:10.1021/ol050690h

upstream raw materials:

5-iodo-1,2,3-trimethoxybenzene

dimethyl (methoxymethylene)malonate

propargyl alcohol

Downstream raw materials:

cis-α-(3,4-methylenedioxybenzyl)-β-(3,4,5-trimethoxybenzyl)-γ-butyrolactone

trans-α-(3,4-methylenedioxybenzyl)-β-(3,4,5-trimethoxybenzyl)-γ-butyrolactone