(Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester

Base Information

• Chemical Name: (Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester
• CAS No.: 866556-33-4
• Molecular Formula: C₁₆H₂₄O₅Si
• Molecular Weight: 324.449
• Mol file: 866556-33-4.mol

Synonyms:(Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester

Chemical Property of (Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester

There total 2 articles about (Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl 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: 95.0%

4-methoxy-2-(2-methoxy-phenyl)-3-oxo-butyric acid methyl ester (866556-32-3) + chloro-trimethyl-silane (75-77-4) → (Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester (866556-33-4)

Guidance literature:

With triethylamine; In benzene; for 72h;

DOI:10.1002/ejoc.200500142

Reference yield:

methyl 2-(2-methoxyphenyl)acetate (27798-60-3) → (Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester (866556-33-4)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 71 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 95 percent / triethylamine / benzene / 72 h

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; benzene;

DOI:10.1002/ejoc.200500142

Reference yield: 97.0%

(Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester (866556-33-4) + chloro-trimethyl-silane (75-77-4) → 1-Methoxy-2-{(Z)-3-methoxy-1-[1-methoxy-1-trimethylsilanyloxy-meth-(Z)-ylidene]-2-trimethylsilanyloxy-allyl}-benzene (866556-34-5)

Guidance literature:

(Z)-4-Methoxy-2-(2-methoxy-phenyl)-3-trimethylsilanyloxy-but-2-enoic acid methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200500142

upstream raw materials:

4-methoxy-2-(2-methoxy-phenyl)-3-oxo-butyric acid methyl ester

chloro-trimethyl-silane

methyl 2-(2-methoxyphenyl)acetate

Downstream raw materials:

1-Methoxy-2-{(Z)-3-methoxy-1-[1-methoxy-1-trimethylsilanyloxy-meth-(Z)-ylidene]-2-trimethylsilanyloxy-allyl}-benzene

(3-methoxy-5-oxo-4-phenyl-5H-furan-2-ylidene)-(2-methoxy-phenyl)-acetic acid methyl ester

calycine

leprapinic acid