4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Base Information

• Chemical Name: 4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester
• CAS No.: 455954-86-6
• Molecular Formula: C₁₉H₂₄FNO₄
• Molecular Weight: 349.402
• Mol file: 455954-86-6.mol

Synonyms:4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Chemical Property of 4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

There total 6 articles about 4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 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-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (455954-86-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethanol; H₂O / 20 °C / 2585.74 Torr

2: aq. NaHCO₃; NaCl / CHCl₃ / 60 °C

3: DIPEA / CH₂Cl₂ / -78 °C

4: Pd(dppf)Cl₂; aq. NaHCO₃ / ethanol / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; sodium chloride; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; water; 4: Suzuki-Miyaura cross-coupling;

DOI:10.1016/j.bmcl.2005.06.033

Reference yield:

4-fluoroboronic acid (1765-93-1) + 1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (176525-98-7) → 4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (455954-86-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate; In ethanol; at 80 ℃;

DOI:10.1016/j.bmcl.2005.06.033

Reference yield:

1-tert-butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate (98977-34-5) → 4-(4-fluoro-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (455954-86-6)

Guidance literature:

Multi-step reaction with 2 steps

1: DIPEA / CH₂Cl₂ / -78 °C

2: Pd(dppf)Cl₂; aq. NaHCO₃ / ethanol / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; 2: Suzuki-Miyaura cross-coupling;

DOI:10.1016/j.bmcl.2005.06.033

upstream raw materials:

4-fluoroboronic acid

1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate

4-piperidone-3-carboxylic acid ethyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

(3R,4S)-4-(4-Fluoro-phenyl)-piperidine-3-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide