4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine

Base Information

• Chemical Name: 4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine
• CAS No.: 1206833-01-3
• Molecular Formula: C₃₆H₃₇NO₄S₂
• Molecular Weight: 611.826

Synonyms:4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine

Chemical Property of 4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine

Chemical Property:

Purity/Quality:

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Technology Process of 4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine

There total 4 articles about 4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine 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: 85.0%

4-[5'-(5,5-dimethyl-1,3-dioxan-2-yl)[2,2'-bithiophen]-5-yl]benzenamine (1206832-99-6) + 1-bromo-4-methoxymethylbenzene (1515-88-4) → 4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine (1206833-01-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In toluene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol9026182

Reference yield:

5,5'-dibromo-2,2'-bisthiophene (4805-22-5) → 4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine (1206833-01-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trichlorophosphate; n-butyllithium / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling; Schlenk technique

1.2: 50 °C / Inert atmosphere; Cooling; Schlenk technique

2.1: toluene-4-sulfonic acid / benzene / 5 h / Inert atmosphere; Reflux; Schlenk technique

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique

3.2: Inert atmosphere; Schlenk technique

4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 12 h / Inert atmosphere; Reflux; Schlenk technique

5.1: tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 12 h / 110 °C / Inert atmosphere; Schlenk technique

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; potassium carbonate; toluene-4-sulfonic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; hexane; water; benzene; 4.1: |Suzuki Coupling / 5.1: |Buchwald-Hartwig Coupling;

DOI:10.1002/chem.201201500

Reference yield:

5'-bromo-2,2'-bithiophene-5-carboxaldehyde (110046-60-1) → 4-(methoxymethyl)-N-(4-(methoxymethyl)phenyl)-N-(4-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)phenyl)benzenamine (1206833-01-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / benzene / 5 h / Inert atmosphere; Reflux; Schlenk technique

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique

2.2: Inert atmosphere; Schlenk technique

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 12 h / Inert atmosphere; Reflux; Schlenk technique

4.1: tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 12 h / 110 °C / Inert atmosphere; Schlenk technique

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; potassium carbonate; toluene-4-sulfonic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In tetrahydrofuran; hexane; water; benzene; 3.1: |Suzuki Coupling / 4.1: |Buchwald-Hartwig Coupling;

DOI:10.1002/chem.201201500

upstream raw materials:

4-[5'-(5,5-dimethyl-1,3-dioxan-2-yl)[2,2'-bithiophen]-5-yl]benzenamine

1-bromo-4-methoxymethylbenzene

2-(5'-bromo-2,2'-bithiophen-5-yl)-5,5-dimethyl-1,3-dioxane

5,5'-dibromo-2,2'-bisthiophene

Downstream raw materials:

5'-{4-[bis-(4-methoxymethyl-phenyl)-amino]-phenyl}-[2,2']bithiophene-5-carboxaldehyde

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