N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide

Base Information

• Chemical Name: N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide
• CAS No.: 946073-26-3
• Molecular Formula: C₇₈H₁₁₁NO₇Si
• Molecular Weight: 1202.83

Synonyms:N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide

Chemical Property of N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide

There total 12 articles about N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide 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: 40.0%

N-{4-[4-(4-ethynyl-2,5-bis-hexyloxy-4-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide (946073-18-3) + (2,5-bis-hexyloxy-4-iodo-phenylethynyl)-triisopropyl-silane (830336-55-5) → N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide (946073-26-3)

Guidance literature:

With copper(l) iodide; triethylamine; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In chloroform; at 75 ℃; for 48h;

DOI:10.1016/j.tet.2007.05.006

Reference yield:

1,4-bis(hexyloxy)-2,5-diiodobenzene (153033-31-9) → N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide (946073-26-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: PPh₃; pyridine; triethylamine / CuI; Pd₂(dba)3 / CHCl₃ / 0.17 h

1.2: 50 percent / CHCl₃ / 48 h / 75 °C

2.1: 87 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 70 °C

3.1: 79 percent / NaOH / toluene / 24 h / Heating

4.1: 86 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 75 °C

5.1: 93 percent / TBAF / tetrahydrofuran / 20 °C

6.1: 38 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 65 - 70 °C

7.1: 99 percent / TBAF / tetrahydrofuran / 20 °C

8.1: 40 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 75 °C

With pyridine; sodium hydroxide; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; chloroform; toluene; 2.1: Sonogashira coupling / 4.1: Sonogashira coupling / 6.1: Sonogashira coupling / 8.1: Sonogashira coupling;

DOI:10.1016/j.tet.2007.05.006

Reference yield:

1,4-dihexyloxy-2-(3-hydroxy-3-methylbutynyl)-5-iodobenzene (872173-78-9) → N-{4-[4-(4-{2,5-Bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide (946073-26-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 87 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 70 °C

2: 79 percent / NaOH / toluene / 24 h / Heating

3: 86 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 75 °C

4: 93 percent / TBAF / tetrahydrofuran / 20 °C

5: 38 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 65 - 70 °C

6: 99 percent / TBAF / tetrahydrofuran / 20 °C

7: 40 percent / PPh₃; triethylamine; CuI / Pd₂(dba)3 / CHCl₃ / 48 h / 75 °C

With sodium hydroxide; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; chloroform; toluene; 1: Sonogashira coupling / 3: Sonogashira coupling / 5: Sonogashira coupling / 7: Sonogashira coupling;

DOI:10.1016/j.tet.2007.05.006

upstream raw materials:

N-{4-[4-(4-ethynyl-2,5-bis-hexyloxy-4-phenylethynyl)-2,5-bis-hexyloxy-phenylethynyl]-phenyl}-formamide

(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-triisopropyl-silane

1,4-dihexyloxy-2-(3-hydroxy-3-methylbutynyl)-5-iodobenzene

N-[4-(4-ethynyl-2,5-bis-hexyloxy-phenylethynyl)-phenyl]-formamide

Downstream raw materials:

C₆₉H₉₁NO₇

C₇₇H₉₇NO₈S

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