2,6-Dimethyl-4-(4,4,5,5-tetramethy l-[1,3,2]dioxaborolan-2-yl)-3,6 -dihydro-2H-pyridine-1- carboxylicacid tert-butyl ester

Base Information

• Chemical Name: 2,6-Dimethyl-4-(4,4,5,5-tetramethy l-[1,3,2]dioxaborolan-2-yl)-3,6 -dihydro-2H-pyridine-1- carboxylicacid tert-butyl ester
• CAS No.: 1005397-65-8
• Molecular Formula: C₁₈H₃₂BNO₄
• Molecular Weight: 337.267
• Hs Code.: 2934999090
• Mol file: 1005397-65-8.mol

Synonyms:2,6-Dimethyl-4-(4,4,5,5-tetramethy l-[1,3,2]dioxaborolan-2-yl)-3,6 -dihydro-2H-pyridine-1- carboxylicacid tert-butyl ester;tert-butyl 2,6-diMethyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate;2,6-Dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-36

Chemical Property of 2,6-Dimethyl-4-(4,4,5,5-tetramethy l-[1,3,2]dioxaborolan-2-yl)-3,6 -dihydro-2H-pyridine-1- carboxylicacid tert-butyl ester

Chemical Property:

• Boiling Point: 368.8±52.0 °C(Predicted)
• PKA: -1.08±0.70(Predicted)
• PSA: 48.00000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 3.89990
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-Dimethyl-4-(4,4,5,5-tetramethy l-[1,3,2]dioxaborolan-2-yl)-3,6 -dihydro-2H-pyridine-1- carboxylicacid tert-butyl ester

There total 4 articles about 2,6-Dimethyl-4-(4,4,5,5-tetramethy l-[1,3,2]dioxaborolan-2-yl)-3,6 -dihydro-2H-pyridine-1- carboxylicacid tert-butyl ester 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: 77.0%

tert-butyl 2,6-dimethyl-4-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate + bis(pinacol)diborane (73183-34-3) → tert-butyl 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (1005397-65-8)

Guidance literature:

tert-butyl 2,6-dimethyl-4-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate; bis(pinacol)diborane; With 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate; In 1,4-dioxane; for 0.25h;

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 12h;

Reference yield:

tert-butyl 2,6-dimethyl-4-oxopiperidine-1-carboxylate (604010-24-4,184368-70-5) → tert-butyl 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (1005397-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

1.2: 3 h / 0 °C

2.1: potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

1-benzyl-2,6-dimethylpiperidin-4-one (32941-09-6) → tert-butyl 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (1005397-65-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 24 h

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

2.2: 3 h / 0 °C

3.1: potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; potassium acetate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; ethanol;

upstream raw materials:

bis(pinacol)diborane

1-benzyl-2,6-dimethylpiperidin-4-one

tert-butyl 2,6-dimethyl-4-oxopiperidine-1-carboxylate

di-tert-butyl dicarbonate