4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol

Base Information

• Chemical Name: 4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol
• CAS No.: 946073-31-0
• Molecular Formula: C₃₃H₅₂OSi₂
• Molecular Weight: 520.946
• Mol file: 946073-31-0.mol

Synonyms:4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol

Chemical Property of 4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol

There total 4 articles about 4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol 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: 97.0%

tris-iso-propylsilyl acetylene (89343-06-6) + 4-(3',5'-dibromophenyl)-2-methyl-3-butyn-2-ol (313691-72-4) → 4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol (946073-31-0)

Guidance literature:

4-(3',5'-dibromophenyl)-2-methyl-3-butyn-2-ol; With copper(l) iodide; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; chloroform; for 0.0833333h;

tris-iso-propylsilyl acetylene; In tetrahydrofuran; chloroform; at 60 ℃; for 48h; Further stages.;

DOI:10.1016/j.tet.2007.05.006

Reference yield: 57.0%

1,3,5-trisbromobenzene (626-39-1) + tris-iso-propylsilyl acetylene (89343-06-6) + 2-methyl-but-3-yn-2-ol (115-19-5) → 4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol (946073-31-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 66 ℃; for 12h;

DOI:10.1021/jacs.0c02475

Reference yield:

1,3,5-trisbromobenzene (626-39-1) → 4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenyl}-2-methyl-but-3-yn-2-ol (946073-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PPh₃; triethylamine; pyridine / Pd₂(dba)3; CuI / CHCl₃ / 0.08 h

1.2: 72 percent / CHCl₃ / 100 °C

2.1: PPh₃; CuI / Pd₂(dba)3 / CHCl₃; tetrahydrofuran / 0.08 h

2.2: 97 percent / CHCl₃; tetrahydrofuran / 48 h / 60 °C

With pyridine; copper(l) iodide; triethylamine; triphenylphosphine; copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; chloroform; 1.2: Sonogashira coupling / 2.2: Sonogashira coupling;

DOI:10.1016/j.tet.2007.05.006

upstream raw materials:

tris-iso-propylsilyl acetylene

4-(3',5'-dibromophenyl)-2-methyl-3-butyn-2-ol

1,3,5-trisbromobenzene

2-methyl-but-3-yn-2-ol

Downstream raw materials:

1-ethynyl-3,5-bis-[(triisopropylsilanyl)-ethynyl]-benzene

thioacetic acid 4-[3-(4-acetylsulfanyl-phenyl-ethynyl)-5-(4-formylaminophenyl-ethynyl)-phenylethynyl]-phenyl ester

N-[4-(3,5-diethynyl-phenylethynyl)-phenyl]-formamide

N-(4-{3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-phenyl)-formamide