5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate

Base Information

• Chemical Name: 5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate
• CAS No.: 630127-71-8
• Molecular Formula: C₃₇H₂₈O₇Si
• Molecular Weight: 612.711
• Mol file: 630127-71-8.mol

Synonyms:5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate

Chemical Property of 5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate

There total 4 articles about 5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate 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: 65.0%

(4-bromophenyl)(trimethylsilyl)acetylene (16116-78-2) + 5-ethynyl-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl diacetate (630127-53-6) → 5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate (630127-71-8)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 55 ℃; for 3h;

DOI:10.1002/chem.200304944

Reference yield:

3',6'-bis(acetyloxy)-5-iodo-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (607377-77-5) → 5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate (630127-71-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / CuI; Et₃N / [Pd(PPh₃)4] / tetrahydrofuran / 1 h / 55 °C

2: 58 percent / TBAF / tetrahydrofuran; CH₂Cl₂ / 0.08 h / 0 °C

3: 65 percent / CuI; Et₃N / [Pd(PPh₃)4] / tetrahydrofuran / 3 h / 55 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling / 3: Sonogashira coupling;

DOI:10.1002/chem.200304944

Reference yield:

5-(2-trimethylsilylethynyl)fluorescein diacetate (630127-49-0) → 5-(2-(4-(2-trimethylsilyl)-ethynylphenyl)-ethynyl)-fluorescein diacetate (630127-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / TBAF / tetrahydrofuran; CH₂Cl₂ / 0.08 h / 0 °C

2: 65 percent / CuI; Et₃N / [Pd(PPh₃)4] / tetrahydrofuran / 3 h / 55 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 2: Sonogashira coupling;

DOI:10.1002/chem.200304944

upstream raw materials:

(4-bromophenyl)(trimethylsilyl)acetylene

5-ethynyl-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl diacetate

3',6'-bis(acetyloxy)-5-iodo-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one

5-(2-trimethylsilylethynyl)fluorescein diacetate