S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate

Base Information

• Chemical Name: S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate
• CAS No.: 1510847-53-6
• Molecular Formula: C₅₈H₅₂O₂S₂
• Molecular Weight: 845.182
• Mol file: 1510847-53-6.mol

Synonyms:

Chemical Property of S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate

There total 11 articles about S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate 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: 82.0%

S-(5-(4-(anthracen-9-ylethynyl)phenyl)pentyl) ethanethioate (1510847-50-3) → S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate (1510847-53-6)

Guidance literature:

In toluene; for 21h; UV-irradiation;

DOI:10.1021/ja411573a

Reference yield:

[2-(anthracen-9-yl)ethynyl]trimethylsilane (104784-61-4) → S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate (1510847-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; methanol / tetrahydrofuran / 16 h / 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine / 14 h / 50 °C / Inert atmosphere

3: toluene / 21 h / UV-irradiation

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; toluene;

DOI:10.1021/ja411573a

Reference yield:

5-(4-iodophenyl)pentan-1-ol (1088453-75-1) → S-(5-(4-(((9s,10s)-11-(4-(5-(acetylthio)pentyl)phenyl)-12-(anthracen-9-yl)-9,10-dihydro-9,10-ethenoanthracen-9-yl)ethynyl)phenyl)pentyl) ethanethioate (1510847-53-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 1.5 h / -20 - 20 °C

1.2: 16 h / 20 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h

2.2: 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine / 14 h / 50 °C / Inert atmosphere

4.1: toluene / 21 h / UV-irradiation

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; caesium carbonate; triethylamine; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja411573a

upstream raw materials:

5-(4-bromophenyl)pentan-1-ol

5-(4-iodophenyl)pentan-1-ol

5-(4-iodophenyl)pentyl methanesulfonate

S-(5-(4-iodophenyl)pentyl) ethanethioate