tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate
• CAS No.: 956136-85-9
• Molecular Formula: C22H34BNO4
• Molecular Weight: 387.327
• Mol file: 956136-85-9.mol

Synonyms:tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate;1-Piperidinecarboxylic acid, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, 1,1-dimethylethyl ester;4-(1-Boc-4-piperidyl)phenylboronic Acid Pinacol Ester

Chemical Property of tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 480.6±45.0 °C(Predicted)
• PKA: -1.69±0.40(Predicted)
• PSA: 48.00000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 4.03820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-(4-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate

There total 11 articles about tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-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: 100.0%

→ 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester (956136-85-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; Inert atmosphere;

Reference yield: 96.63%

tert-butyl 4-(4-bromophenyl)piperidine-1-carboxylate (769944-78-7) + bis(pinacol)diborane (73183-34-3) → 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester (956136-85-9)

Guidance literature:

tert-butyl 4-(4-bromophenyl)piperidine-1-carboxylate; bis(pinacol)diborane; With potassium acetate; In 1,4-dioxane; for 0.25h; Inert atmosphere;

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; for 16h;

Reference yield: 95.0%

tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3,6-dihydropyridine-1(2H)-carboxylate → 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester (956136-85-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 10 - 35 ℃; for 12h;

upstream raw materials:

tert-butyl 4-(4-bromophenyl)piperidine-1-carboxylate

bis(pinacol)diborane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

1.4-dibromobenzene

Downstream raw materials:

7-(4-(piperidin-4-yl)phenyl)imidazo[1,2-c]pyrimidin-5-ol

7-(4-(1-methylpiperidin-4-yl)phenyl)imidazo[1,2-c]pyrimidin-5(6H)-one

5-chloro-7-(4-(1-methylpiperidin-4-yl)phenyl)imidazo[1,2-c]pyrimidine

7-(4-(1-methylpiperidin-4-yl)phenyl)-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine