3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

Base Information

Chemical Name:3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile
CAS No.:727724-66-5
Molecular Formula:C₆₄H₇₀INO₅S
Molecular Weight:1092.23
Hs Code.:

3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9<i>H</i>-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

Synonyms:3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

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Chemical Property of 3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

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Technology Process of 3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

There total 7 articles about 3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile 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: 44.0%

: 727724-65-4
3-(4-ethynyl-phenylsulfanyl)-propionitrile

: 727724-62-1
2,7-bis-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-fluoren-9-one

: 727724-66-5
3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

: 3-{4-[4-(7-{4-[4-(2-cyano-ethylsulfanyl)-phenylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-9-oxo-9H-fluoren-2-ylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenylsulfanyl}-propionitrile

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 - 50 ℃; for 14h;
DOI:10.1021/ol0493608

Reference yield:

: 16218-30-7
2,7-diiodofluoren-9-one

: 727724-66-5
3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran / 4 h / 20 - 50 °C

2: 76 percent / K₂CO₃ / methanol; CH₂Cl₂ / 12 h / 20 °C

3: 43 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran / 14 h / 20 - 50 °C

4: 44 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran / 14 h / 20 - 50 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1: Sonogashira coupling / 3: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1021/ol0493608

Reference yield:

: 52928-01-5
4-iodothiophenol

: 727724-66-5
3-(4-{4-[7-(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-9-oxo-9H-fluoren-2-ylethynyl]-2,5-bis-hexyloxy-phenylethynyl}-phenylsulfanyl)-propionitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / K₂CO₃ / dimethylformamide / 24 h / 100 °C

2: 88 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran / 3 h / 20 °C

3: 76 percent / TBAF; AcOH; Ac₂O / 0.5 h / 20 °C

4: 44 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran / 14 h / 20 - 50 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; acetic anhydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1021/ol0493608