but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine

Base Information

• Chemical Name: but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine
• CAS No.: 417889-20-4
• Molecular Formula: C₃₉H₅₅NO₃Si
• Molecular Weight: 613.956
• Mol file: 417889-20-4.mol

Synonyms:but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine

Chemical Property of but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine

There total 5 articles about but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine 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: 75.0%

1-Bromo-2-butyne (3355-28-0) + 5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-ylamine (417872-22-1) → but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine (417889-20-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/S0968-0896(01)00284-X

Reference yield:

p-nitrobenzene iodide (636-98-6) → but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine (417889-20-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / Pd₂(dba)3*CHCl₃; Cs₂CO₃ / toluene; ethanol / 8 h / Heating

2: 80 percent / Fe; AcOH / ethanol / 2 h / Heating

3: 75 percent / Cs₂CO₃ / dimethylformamide / 1 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; iron; caesium carbonate; acetic acid; In ethanol; N,N-dimethyl-formamide; toluene; 1: Suzuki coupling;

DOI:10.1016/S0968-0896(01)00284-X

Reference yield:

3,5-dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)-O-triisopropylsilylphenol (328236-46-0) → but-2-ynyl-{5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-yl}amine (417889-20-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 20 °C

1.2: tetrahydrofuran; hexane / 1 h / 20 °C

2.1: 68 percent / Pd₂(dba)3*CHCl₃; Cs₂CO₃ / toluene; ethanol / 8 h / Heating

3.1: 80 percent / Fe; AcOH / ethanol / 2 h / Heating

4.1: 75 percent / Cs₂CO₃ / dimethylformamide / 1 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; iron; caesium carbonate; acetic acid; In tetrahydrofuran; ethanol; hexane; N,N-dimethyl-formamide; toluene; 2.1: Suzuki coupling;

DOI:10.1016/S0968-0896(01)00284-X

upstream raw materials:

1-Bromo-2-butyne

5'-[2,6-dimethyl-4-(triisopropylsilanyloxy)benzyl]-3'-isopropyl-2'-methoxymethoxybiphenyl-4-ylamine

p-nitrobenzene iodide

3,5-dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)-O-triisopropylsilylphenol