1-Benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-Benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester
• CAS No.: 88928-69-2
• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.294
• DSSTox Substance ID: DTXSID20466189
• Nikkaji Number: J2.185.199J
• Wikidata: Q82292690
• Mol file: 88928-69-2.mol

Synonyms:1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester;88928-69-2;SCHEMBL6640189;DTXSID20466189;JVQXZYPGMNMHKE-UHFFFAOYSA-N;AMY32020;methyl 1-benzyl-3,6-dihydro-2H-pyridine-5-carboxylate

Chemical Property of 1-Benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 231.125928785
• Heavy Atom Count: 17
• Complexity: 293

Purity/Quality:

98% or more ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CCCN(C1)CC2=CC=CC=C2

Technology Process of 1-Benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

There total 10 articles about 1-Benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl 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:

1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester hydrochloride (6197-39-3) + benzyl bromide (100-39-0) → 1-benzyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester (88928-69-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; at 0 - 110 ℃; for 5.08333h;

DOI:10.1016/j.bmc.2013.07.012

Reference yield:

methyl 3-pyridinecarboxylate (93-60-7) + benzyl bromide (100-39-0) → 1-benzyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester (88928-69-2)

Guidance literature:

methyl 3-pyridinecarboxylate; benzyl bromide; In toluene; at 20 ℃;

With sodium tetrahydroborate; In methanol;

DOI:10.1021/ol050740i

Reference yield:

methyl 1-benzyl-4-hydroxypiperidine-3-carboxylate (955998-64-8) → 1-benzyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester (88928-69-2)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1080/00397910701545130

upstream raw materials:

1-benzyl-3-(methoxycarbonyl)pyridinium bromide

methyl 3-pyridinecarboxylate

benzyl bromide

methyl 1-benzyl-4-hydroxypiperidine-3-carboxylate

Downstream raw materials:

methyl 1-benzyl-3-butyl-1,2,3,6-tetrahydropyridine-3-carboxylate

sodium 1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylate

N-((1-benzyl-3-butyl-1,2,3,6-tetrahydropyridin-3-yl)methyl)-N-butyl-2,2,2-trifluoroacetamide

N-[(1-benzyl-3-butyl-1,2,3,6-tetrahydropyridin-3-yl)methyl]-2,2,2-trifluoroacetamide