3-O-methyl 1-O-phenyl 2H-pyridine-1,3-dicarboxylate

Base Information

• Chemical Name: 3-O-methyl 1-O-phenyl 2H-pyridine-1,3-dicarboxylate
• CAS No.: 323201-15-6
• Molecular Formula: C14H13 N O4
• Molecular Weight: 259.262
• DSSTox Substance ID: DTXSID90363737
• Nikkaji Number: J1.620.086G
• Wikidata: Q82147475
• Mol file: 323201-15-6.mol

Synonyms:3-O-methyl 1-O-phenyl 2H-pyridine-1,3-dicarboxylate;323201-15-6;DTXSID90363737;1,3(2H)-Pyridinedicarboxylic acid,3-methyl 1-phenyl ester;1,2-Dihydropyridine-1,3-dicarboxylic acid 1-phenyl 3-methyl ester

Chemical Property of 3-O-methyl 1-O-phenyl 2H-pyridine-1,3-dicarboxylate

Chemical Property:

• PSA: 55.84000
• LogP: 2.05200
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 259.08445790
• Heavy Atom Count: 19
• Complexity: 408

Purity/Quality:

98% ^*data from raw suppliers

1,3(2H)-PYRIDINEDICARBOXYLIC ACID, 3-METHYL 1-PHENYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CN(C1)C(=O)OC2=CC=CC=C2

Technology Process of 3-O-methyl 1-O-phenyl 2H-pyridine-1,3-dicarboxylate

There total 1 articles about 3-O-methyl 1-O-phenyl 2H-pyridine-1,3-dicarboxylate 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: 97.0%

methyl 3-pyridinecarboxylate (93-60-7) + phenyl chloroformate (1885-14-9) → 2H-pyridine-1,3-dicarboxylic acid 3-methyl ester 1-phenyl ester (323201-15-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -78 ℃; for 3h;

DOI:10.1021/ol006810x

Reference yield: 99.0%

2H-pyridine-1,3-dicarboxylic acid 3-methyl ester 1-phenyl ester (323201-15-6) → 3-methoxycarbonyl-1-phenoxycarbonyl-1,2,5,6-tetrahydropyridine (323201-17-8)

Guidance literature:

With sodium tetrahydroborate; trifluoroacetic acid; In benzene; at 5 ℃;

DOI:10.1021/ol006810x

Reference yield: 92.0%

3-chloro-benzenecarboperoxoic acid (937-14-4) + 2H-pyridine-1,3-dicarboxylic acid 3-methyl ester 1-phenyl ester (323201-15-6) → 5-(3-chloro-benzoyloxy)-6-hydroxy-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 3-methyl ester 1-phenyl ester

Guidance literature:

In dichloromethane; at -78 - 0 ℃; for 6h;

DOI:10.1021/ol006810x

upstream raw materials:

methyl 3-pyridinecarboxylate

phenyl chloroformate

Downstream raw materials:

3-methoxycarbonyl-1-phenoxycarbonyl-1,2,5,6-tetrahydropyridine

isofagomine

5-hydroxy-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 3-methyl ester 1-phenyl ester

5-oxo-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 3-methyl ester 1-phenyl ester

Refernces