1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester

Base Information

• Chemical Name: 1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester
• CAS No.: 1194488-90-8
• Molecular Formula: C19H32BNO6
• Molecular Weight: 381.277
• Hs Code.: 2934999090
• Mol file: 1194488-90-8.mol

Synonyms:1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester

Chemical Property of 1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester

Chemical Property:

• Boiling Point: 415.8±55.0 °C(Predicted)
• PKA: -2.34±0.60(Predicted)
• PSA: 74.30000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 3.05620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ,99% , ^*data from raw suppliers

1-tert-Butyl3-Ethyl4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester

There total 1 articles about 1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl 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:

C9H14O3NC6H5 (41276-30-6) → 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (1194488-90-8)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium on activated charcoal; hydrogen / ethanol / 4 h / 20 °C

2: triethylamine / dichloromethane / 10 - 20 °C

3: N-ethyl-N,N-diisopropylamine / toluene / -40 - 20 °C

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 2 h / 85 - 90 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; hydrogen; potassium acetate; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; dichloromethane; toluene;

Reference yield: 70.0%

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (1194488-90-8) + [(2-bromo-4,5-difluorobenzyl)oxy](tert-butyl)dimethylsilane (1266727-98-3) → 1-tert-butyl 3-ethyl 4-[2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-difluorophenyl]-5,6-dihydro-1,3(2H)-pyridinedicarboxylate (1266727-99-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In ethanol; water; toluene; at 80 ℃; for 14h;

DOI:10.1016/j.bmcl.2011.10.013

Reference yield:

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (1194488-90-8) + 4-bromo-2,3-dimethyl-6-[(phenylmethyl)oxy]pyridine (1194493-06-5) → 1-(1,1-dimethylethyl) 3-ethyl 2',3'-dimethyl-6'-[(phenylmethyl)oxy]-5,6-dihydro-4,4'-bipyridine-1,3(2H)-dicarboxylate (1194489-45-6)

Guidance literature:

With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In propan-1-ol; water; at 80 ℃; for 18h; Inert atmosphere;

upstream raw materials:

C₉H₁₄O₃NC₆H₅

Downstream raw materials:

1-(1,1-dimethylethyl) 3-ethyl 2',3'-dimethyl-6'-[(phenylmethyl)oxy]-5,6-dihydro-4,4'-bipyridine-1,3(2H)-dicarboxylate

1-tert-butyl 3-ethyl 4-[2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-difluorophenyl]-5,6-dihydro-1,3(2H)-pyridinedicarboxylate

trans-N-cyclopropyl-N-({2,3-dichloro-5-[3-(methyloxy)propyl]phenyl}methyl)-4-(1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)-3-piperidinecarboxamide

(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

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