3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl

Base Information

• Chemical Name: 3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl
• CAS No.: 943141-75-1
• Molecular Formula: C₃₄H₃₇ClOSi
• Molecular Weight: 525.206
• Mol file: 943141-75-1.mol

Synonyms:3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl

Chemical Property of 3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl

There total 10 articles about 3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl 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: 99.0%

3'-(1-adamantyl)-4'-benzyloxy-4-bromo-2-chlorobiphenyl (943141-74-0) + trimethylsilylacetylene (1066-54-2) → 3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl (943141-75-1)

Guidance literature:

With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; for 3.5h; Heating;

DOI:10.1021/jm0613323

Reference yield:

3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-nitro-1,1'-biphenyl (943141-72-8) → 3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl (943141-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / SnCl₂*2H₂₀ / ethanol / 2.5 h / Heating

2: 45 percent / CuBr₂; tert-butyl nitrite / acetonitrile / 0 - 20 °C

3: 99 percent / Et₃N / tetrakis(triphenylphosphine)palladium; CuI / 3.5 h / Heating

With tert.-butylnitrite; triethylamine; tin(ll) chloride; copper(ll) bromide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; acetonitrile; 3: Sonagashira coupling;

DOI:10.1021/jm0613323

Reference yield:

3-chloro-4-nitrophenyl trifluoromethanesulfonate (73088-08-1) → 3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-(2-trimethylsilylethynyl)biphenyl (943141-75-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / LiCl; aq. K₃PO₄ / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 24 h / Heating

2: 90 percent / SnCl₂*2H₂₀ / ethanol / 2.5 h / Heating

3: 45 percent / CuBr₂; tert-butyl nitrite / acetonitrile / 0 - 20 °C

4: 99 percent / Et₃N / tetrakis(triphenylphosphine)palladium; CuI / 3.5 h / Heating

With potassium phosphate; tert.-butylnitrite; triethylamine; lithium chloride; tin(ll) chloride; copper(ll) bromide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; ethanol; acetonitrile; 1: Suzuki-Miyaura coupling / 4: Sonagashira coupling;

DOI:10.1021/jm0613323

upstream raw materials:

3'-(1-adamantyl)-4'-benzyloxy-4-bromo-2-chlorobiphenyl

trimethylsilylacetylene

3-chloro-4-nitrophenyl trifluoromethanesulfonate

3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-nitro-1,1'-biphenyl

Downstream raw materials:

3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-ethynylbiphenyl

(E)-2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]ethenyl-1,3,2-benzodioxaborole