[4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile

Base Information

• Chemical Name: [4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile
• CAS No.: 197652-56-5
• Molecular Formula: C₃₁H₃₁NOSi
• Molecular Weight: 461.679
• Mol file: 197652-56-5.mol

Synonyms:[4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile

Chemical Property of [4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile

There total 1 articles about [4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile 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: 73.0%

2-(2-bromophenyl)acetonitrile (19472-74-3) + 4-(tert-butyldiphenylsiloxymethyl)phenylboronic acid → [4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile (197652-56-5)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 3h;

DOI:10.1021/jm970816j

Reference yield:

[4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile (197652-56-5) → 2-Amino-2-methyl-N-((R)-1-{2'-[2-(3-methyl-ureido)-ethyl]-biphenyl-4-ylmethyl}-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)-propionamide

Guidance literature:

Multi-step reaction with 7 steps

1: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

2: 100 percent / imidazole / dimethylformamide / 1.) 0 deg C, 15 min, 2.) RT, 16 h

3: 1.) Bu₄NBH₄, 2.) 10percent aq. HCl / 1.) CH₂Cl₂, reflux, 9 h, 2.) THF, reflux, 1 h

4: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

5: Et₃N / CH₂Cl₂; dimethylformamide / 0.5 h / 0 °C

6: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 0 deg C, 15 min

7: H₂ / Pd(OH)2 / methanol / 2 h / 760 Torr

With 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; tetrabutylammonium borohydride; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970816j

Reference yield:

[4'-(tert-Butyl-diphenyl-silanyloxymethyl)-biphenyl-2-yl]-acetonitrile (197652-56-5) → [1-Methyl-1-((R)-1-{2'-[2-(3-methyl-ureido)-ethyl]-biphenyl-4-ylmethyl}-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (197652-61-2)

Guidance literature:

Multi-step reaction with 6 steps

1: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

2: 100 percent / imidazole / dimethylformamide / 1.) 0 deg C, 15 min, 2.) RT, 16 h

3: 1.) Bu₄NBH₄, 2.) 10percent aq. HCl / 1.) CH₂Cl₂, reflux, 9 h, 2.) THF, reflux, 1 h

4: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

5: Et₃N / CH₂Cl₂; dimethylformamide / 0.5 h / 0 °C

6: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 0 deg C, 15 min

With 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; sodium hydride; tetrabutylammonium borohydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970816j

upstream raw materials:

2-(2-bromophenyl)acetonitrile

Downstream raw materials:

[1-Methyl-1-((R)-1-{2'-[2-(3-methyl-ureido)-ethyl]-biphenyl-4-ylmethyl}-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester