ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate

Base Information

• Chemical Name: ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate
• CAS No.: 1356917-97-9
• Molecular Formula: C₅₂H₄₂F₂O₄Si₂
• Molecular Weight: 825.071
• Mol file: 1356917-97-9.mol

Synonyms:ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate

Chemical Property of ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate

There total 3 articles about ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate 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: 51.0%

1,4-bis(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)buta-1,3-diyne (1356907-39-5) + 3-(2-(ethoxycarbonylethynyl)phenyl)prop-2-ynoic acid ethyl ester (334868-10-9) → ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate (1356917-97-9)

Guidance literature:

1,4-bis(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)buta-1,3-diyne; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S,S)-1,1'-bis(2,4-diethylphospholano)ferrocene; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 ℃; for 0.0833333h; Inert atmosphere;

3-(2-(ethoxycarbonylethynyl)phenyl)prop-2-ynoic acid ethyl ester; In 5,5-dimethyl-1,3-cyclohexadiene; at 100 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c1cc16762f

Reference yield:

1,4-bis(2-bromophenyl)-1,3-butadiyne (107793-04-4) → ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate (1356917-97-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: tetrahydrofuran / -78 °C / Inert atmosphere

3.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S,S)-1,1'-bis(2,4-diethylphospholano)ferrocene / 5,5-dimethyl-1,3-cyclohexadiene / 0.08 h / 20 °C / Inert atmosphere

3.2: 100 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; n-butyllithium; (S,S)-1,1'-bis(2,4-diethylphospholano)ferrocene; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1039/c1cc16762f

Reference yield:

C22H26O2Si2 → ethyl 9,9-dimethyl-3-(2-(2-(ethoxycarbonyl)ethynyl)phenyl)-4-(2-(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)ethynyl)-1-(4-fluoro)phenyl-silafluorene-2-carboxylate (1356917-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / -78 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S,S)-1,1'-bis(2,4-diethylphospholano)ferrocene / 5,5-dimethyl-1,3-cyclohexadiene / 0.08 h / 20 °C / Inert atmosphere

2.2: 100 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S,S)-1,1'-bis(2,4-diethylphospholano)ferrocene; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1039/c1cc16762f

upstream raw materials:

1,4-bis(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)buta-1,3-diyne

3-(2-(ethoxycarbonylethynyl)phenyl)prop-2-ynoic acid ethyl ester

1,4-bis(2-bromophenyl)-1,3-butadiyne

Downstream raw materials:

2,7-di-(ethoxycarbonyl)-1,8-di-(4-fluoro)phenyl-9,9,18,18-tetramethyl-9,18-disilaindeno[2,3-c]-indeno[3,2-g]triphenylene