(E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid

Base Information

• Chemical Name: (E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid
• CAS No.: 1421622-15-2
• Molecular Formula: C₅₅H₆₄N₂O₁₄S
• Molecular Weight: 1009.18
• Mol file: 1421622-15-2.mol

Synonyms:

Chemical Property of (E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid

There total 5 articles about (E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid 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: 34.0%

7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)amino)-9,9-bis(2-(2-methoxy-ethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carbaldehyde (1421622-12-9) + cyanoacetic acid (372-09-8) → (E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid (1421622-15-2)

Guidance literature:

7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)amino)-9,9-bis(2-(2-methoxy-ethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carbaldehyde; cyanoacetic acid; With piperidine; In tetrahydrofuran; acetonitrile; at 80 ℃; for 24h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; acetonitrile; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c2nj40577f

Reference yield:

2-bromo-7-iodo-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluorene (1421622-07-2) → (E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid (1421622-15-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / 80 °C

4.1: piperidine / tetrahydrofuran; acetonitrile / 24 h / 80 °C / Inert atmosphere

4.2: 3 h / 20 °C / Inert atmosphere

With piperidine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In tetrahydrofuran; hexane; water; toluene; acetonitrile; 1.1: |Buchwald-Hartwig Coupling / 3.1: |Suzuki Coupling / 4.1: |Knoevenagel Condensation;

DOI:10.1039/c2nj40577f

Reference yield:

2-(2-methoxyethoxy)ethyl iodide (104539-21-1) → (E)-3-(7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)-amino)-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid (1421622-15-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 - 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / 80 °C

5.1: piperidine / tetrahydrofuran; acetonitrile / 24 h / 80 °C / Inert atmosphere

5.2: 3 h / 20 °C / Inert atmosphere

With piperidine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In tetrahydrofuran; hexane; water; toluene; acetonitrile; 2.1: |Buchwald-Hartwig Coupling / 4.1: |Suzuki Coupling / 5.1: |Knoevenagel Condensation;

DOI:10.1039/c2nj40577f

upstream raw materials:

2-bromo-7-iodo-9,9-bis(2-(2-methoxyethoxy)ethyl)-9H-fluorene

7-(7-(bis(4-(2-(2-methoxyethoxy)ethoxy)phenyl)amino)-9,9-bis(2-(2-methoxy-ethoxy)ethyl)-9H-fluoren-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carbaldehyde

cyanoacetic acid

2-bromo-7-iodofluorene

Refernces