Methyl 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate

Base Information

• Chemical Name: Methyl 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate
• CAS No.: 80845-58-5
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.29000
• Hs Code.: 2933399090
• Mol file: 80845-58-5.mol

Synonyms:Methyl1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate;methyl 1-benzyl-1,2,3,6-tetrahydro-4-pyridinecarboxylate;(S)-7-Amino-5-methyl-5,7-dihydro-6H-dibenzo[b,d]azepin-6-one Hydrochloride;

Chemical Property of Methyl 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate

Chemical Property:

• Boiling Point: 328.7±42.0 °C(Predicted)
• PKA: 7.08±0.40(Predicted)
• PSA: 29.54000
• Density: 1.129±0.06 g/cm3(Predicted)
• LogP: 1.92960
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate

There total 7 articles about Methyl 1-Benzyl-1,2,3,6-tetrahydropyridine-4-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: 81.0%

1-benzyl-4-(methoxycarbonyl)pyridinium chloride → methyl 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate (80845-58-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 3h; Ambient temperature;

DOI:10.1021/jo00209a031

Reference yield: 64.0%

1-benzylpiperidine-4-carboxylic acid methyl ester (10315-06-7) → methyl 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate (80845-58-5)

Guidance literature:

1-benzylpiperidine-4-carboxylic acid methyl ester; With n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -40 ℃; for 1h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -40 ℃; for 1h; Inert atmosphere; Schlenk technique;

With bis(η3-allyl-μ-chloropalladium(II)); allyl t-butyl carbonate; In tetrahydrofuran; at -40 - 23 ℃; for 14h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b02243

Reference yield: 51.0%

sodium cyanide (143-33-9,25596-52-5) + 1-Benzyl-4-methoxycarbonyl-pyridinium; iodide (1216-01-9) → methyl 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate (80845-58-5) + methyl 1-benzyl-2-cyano-1,2,3,6-tetrahydropyridine-4-carboxylate (80845-48-3) + methyl 1-benzyl-2-cyano-3-<1-benzyl-4-(methoxycabonyl)-3-piperidyl>-1,2,3,6-tetrahydropyridine-4-carboxylate (80845-78-9)

Guidance literature:

With hydrogenchloride; sodium tetrahydroborate; In diethyl ether; water; for 1h; Ambient temperature;

DOI:10.1021/jo00133a039

upstream raw materials:

sodium cyanide

1-Benzyl-4-methoxycarbonyl-pyridinium; iodide

4-pyridinecarboxylic acid, methyl ester

benzyl chloride

Downstream raw materials:

methyl 1-benzyl-3-(3-bromophenyl)piperidine-4-carboxylate

methyl 1,2,3,6-tetrahydro-4-pyridinecarboxylate

3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester

methyl 1-benzyl-3-(3-bromo5-methyl-phenyl)piperidine-4-carboxylate

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