coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester

Base Information

• Chemical Name: coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester
• CAS No.: 945867-04-9
• Molecular Formula: C₃₆H₄₁NO₄Si
• Molecular Weight: 579.811
• Mol file: 945867-04-9.mol

Synonyms:coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester

Chemical Property of coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester

There total 5 articles about coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl 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: 39.0%

3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl alcohol (945867-10-7) + coumarin-343 (55804-65-4) → coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester (945867-04-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20 - 50 ℃; for 48h;

DOI:10.1002/ejoc.200700118

Reference yield:

3-bromo-5-[2-(triisopropylsilyl)ethynyl]benzyl alcohol (945867-08-3) → coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester (945867-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / CuI / Pd(PPH₃)4 / triethylamine / 15 h / 80 °C

2: 86 percent / aq. NaOH / CH₂Cl₂; methanol / 48 h / 20 °C

3: 39 percent / diethyl azodicarboxylate; triphenylphosphane / toluene; tetrahydrofuran / 48 h / 20 - 50 °C

With sodium hydroxide; copper(l) iodide; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; triethylamine; toluene; 1: Sonogashira coupling / 3: Mitsunobu reaction;

DOI:10.1002/ejoc.200700118

Reference yield:

(3,5-dibromophenyl)methanol (145691-59-4) → coumarin 343 3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl ester (945867-04-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 56 percent / Pd(PPH₃)4 / triethylamine / 48 h / 80 °C

2: 99 percent / CuI / Pd(PPH₃)4 / triethylamine / 15 h / 80 °C

3: 86 percent / aq. NaOH / CH₂Cl₂; methanol / 48 h / 20 °C

4: 39 percent / diethyl azodicarboxylate; triphenylphosphane / toluene; tetrahydrofuran / 48 h / 20 - 50 °C

With sodium hydroxide; copper(l) iodide; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; triethylamine; toluene; 1: Sonogashira coupling / 2: Sonogashira coupling / 4: Mitsunobu reaction;

DOI:10.1002/ejoc.200700118

upstream raw materials:

3-ethynyl-5-[2-(triisopropylsilyl)ethynyl]benzyl alcohol

coumarin-343

3-bromo-5-[2-(triisopropylsilyl)ethynyl]benzyl alcohol

3-[2-(triisopropylsilyl)ethynyl]-5-[2-(trimethylsilyl)ethynyl]benzyl alcohol