(Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester
• CAS No.: 438581-40-9
• Molecular Formula: C₃₉H₅₀O₆Si₂
• Molecular Weight: 670.993
• Mol file: 438581-40-9.mol

Synonyms:(Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester

Chemical Property of (Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester

There total 9 articles about (Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic 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:

benzoic acid 1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-8-(4-methoxybenzyloxy)-5-methoxycarbonyl-6-oxo-1-(trimethylsilanyl)oct-2-ynyl ester (438581-39-6) → 5-[4-(tert-butyl-diphenyl-silanyloxy)-2-trimethylsilanyl-but-1-enyl]-2-[2-(4-methoxy-benzyloxy)-ethyl]-furan-3-carboxylic acid methyl ester + (Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester (438581-40-9)

Guidance literature:

With palladium diacetate; potassium carbonate; In water; acetonitrile; at 84 ℃; for 12h; Title compound not separated from byproducts.;

DOI:10.1021/ol025861m

Reference yield:

5-(4-methoxybenzyloxy)-3-oxopentanoic acid methyl ester (118207-58-2) → (Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester (438581-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C

1.2: 0.881 g / tetrahydrofuran / 21 h

2.1: potassium carbonate; palladium(II) acetate; bis-(diphenylphosphino) ferrocene / acetonitrile; H₂O / 12 h / 84 °C

With palladium diacetate; sodium hydride; potassium carbonate; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/ol025861m

Reference yield:

1-iodo-2-<(tert-butyldiphenylsilyl)oxy>ethane (126822-71-7) → (Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester (438581-40-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -20 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: 0.493 g / iron(III) nitrate nonahydrate; basic alumina / hexane / 1 h / 43 °C

3.1: n-butyllithium / diethyl ether; hexane / 0.17 h / -78 °C

3.2: 71 percent / diethyl ether; hexane / 0.17 h / -78 °C

4.1: 80 percent / triethylamine; magnesium bromide / CH₂Cl₂ / 3 h / 20 °C

5.1: sodium iodide / acetone / 1 h / 60 °C

6.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C

6.2: 0.881 g / tetrahydrofuran / 21 h

7.1: potassium carbonate; palladium(II) acetate; bis-(diphenylphosphino) ferrocene / acetonitrile; H₂O / 12 h / 84 °C

With aluminum oxide; n-butyllithium; palladium diacetate; sodium hydride; potassium carbonate; ferric nitrate; triethylamine; sodium iodide; magnesium bromide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone; acetonitrile;

DOI:10.1021/ol025861m

upstream raw materials:

benzoic acid 1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-8-(4-methoxybenzyloxy)-5-methoxycarbonyl-6-oxo-1-(trimethylsilanyl)oct-2-ynyl ester

5-(4-methoxybenzyloxy)-3-oxopentanoic acid methyl ester

1-iodo-2-<(tert-butyldiphenylsilyl)oxy>ethane

5-(4-Methoxy-benzyloxy)-pent-2-ynoic acid methyl ester