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

Base Information

Chemical Name:N-[4-(4-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenyl-ethynyl)-phenyl]-formamide
CAS No.:946073-17-2
Molecular Formula:C₅₈H₈₃NO₅Si
Molecular Weight:902.386
Hs Code.:

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

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

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

There total 11 articles about N-[4-(4-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenyl-ethynyl)-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: 38.0%

: 946073-14-9
N-[4-(4-ethynyl-2,5-bis-hexyloxy-phenylethynyl)-phenyl]-formamide

: 830336-55-5
(2,5-bis-hexyloxy-4-iodo-phenylethynyl)-triisopropyl-silane

: 946073-17-2
N-[4-(4-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenyl-ethynyl)-phenyl]-formamide

Guidance literature:: With copper(l) iodide; triethylamine; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In chloroform; at 65 - 70 ℃; for 48h;
DOI:10.1016/j.tet.2007.05.006

Reference yield:

: 153033-31-9
1,4-bis(hexyloxy)-2,5-diiodobenzene

: 946073-17-2
N-[4-(4-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenyl-ethynyl)-phenyl]-formamide

Guidance literature:: Multi-step reaction with 6 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

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;
DOI:10.1016/j.tet.2007.05.006

Reference yield:

: 872173-78-9
1,4-dihexyloxy-2-(3-hydroxy-3-methylbutynyl)-5-iodobenzene

: 946073-17-2
N-[4-(4-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-2,5-bis-hexyloxy-phenyl-ethynyl)-phenyl]-formamide

Guidance literature:: Multi-step reaction with 5 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

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;
DOI:10.1016/j.tet.2007.05.006