tert-butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: tert-butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate
• CAS No.: 1121057-77-9
• Molecular Formula: C14H22N2O
• Molecular Weight: 309.214
• Hs Code.: 2933399990
• Mol file: 1121057-77-9.mol

Synonyms:tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate;.tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)carboxylate;

Chemical Property of tert-butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• Boiling Point: 339.6±52.0 °C(Predicted)
• PKA: -0.31±0.40(Predicted)
• PSA: 48.00000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 3.47050
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate

There total 5 articles about tert-butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-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: 89.0%

5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (149108-74-7) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (1121057-77-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

Reference yield: 65.0%

tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate (131667-57-7) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (1121057-77-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; at 80 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.202101302

Reference yield:

4,4,4',4',5,5,5'-heptamethyl-2,2'-bi(1,3,2-dioxaborolane) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (885693-20-9) + 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (1121057-77-9)

Guidance literature:

3-oxo-piperidine-1-carboxylic acid tert-butyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

With N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at 0 ℃; for 3h;

4,4,4',4',5,5,5'-heptamethyl-2,2'-bi(1,3,2-dioxaborolane);

upstream raw materials:

5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

bis(pinacol)diborane

3-oxo-piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate

Downstream raw materials:

4-(4-amino-7-(piperidin-3-yl)pyrrolo[1,2-f][1,2,4]triazin-5-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide

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