Methyl 3,4-dihydro-2H-pyran-6-carboxylate

Base Information

• Chemical Name: Methyl 3,4-dihydro-2H-pyran-6-carboxylate
• CAS No.: 129201-92-9
• Molecular Formula: C7H10O3
• Molecular Weight: 142.15200
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10560685
• Wikidata: Q82444164
• Mol file: 129201-92-9.mol

Synonyms:129201-92-9;Methyl 3,4-dihydro-2H-pyran-6-carboxylate;Methyl 5,6-dihydro-4H-pyran-2-carboxylate;2H-Pyran-6-carboxylic acid, 3,4-dihydro-, methyl ester;3,4-Dihydro-2H-pyran-6-carboxylic acid methyl ester;SCHEMBL7749784;DTXSID10560685;AMY25041;MFCD08437369;AKOS006289371;CS-W001868;s11698;METHYL5,6-DIHYDRO-4H-PYRAN-2-CARBOXYLATE

Chemical Property of Methyl 3,4-dihydro-2H-pyran-6-carboxylate

Chemical Property:

• Vapor Pressure: 0.588mmHg at 25°C
• Boiling Point: 188.8oC at 760 mmHg
• Flash Point: 69.4oC
• PSA: 35.53000
• Density: 1.124g/cm3
• LogP: 0.85370
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

Methyl3,4-dihydro-2H-pyran-6-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CCCCO1

Technology Process of Methyl 3,4-dihydro-2H-pyran-6-carboxylate

There total 10 articles about Methyl 3,4-dihydro-2H-pyran-6-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: 90.0%

3,4-dihydro-2H-pyran-6-carboxylic acid (31518-14-6) + methyl iodide (74-88-4) → 5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester (129201-92-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jacs.1c06335

Reference yield: 81.0%

3,4-dihydro-2H-pyran-6-carboxylic acid (31518-14-6) + dimethyl sulfate (77-78-1) → 5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester (129201-92-9)

Guidance literature:

With sodium hydrogencarbonate; In methanol;

DOI:10.1021/ol052131g

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester (129201-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / piperidine

2: 97 percent / KOH / H₂O

3: 81 percent / NaHCO₃ / methanol

With piperidine; potassium hydroxide; sodium hydrogencarbonate; In methanol; water;

DOI:10.1021/ol052131g

upstream raw materials:

Phenylselenyl chloride

Z-6-hydroxy-2-methoxy hex-2-enoic acid methyl ester

3,4-dihydro-2H-pyran-6-carboxylic acid

dimethyl sulfate

Downstream raw materials:

ethyl 2-(3,4-dihydro-2H-pyran-2-carbonyl)-3-phenyl acrylate

ethyl 2-(3,4-dihydro-2H-pyran-6-carbonyl)-3-(4-methoxyphenyl)acrylate

ethyl 3-(4-bromophenyl)-2-(3,4-dihydro-2H-pyran-6-carbonyl)acrylate

methyl 2-(3,4-dihydro-2H-pyran-6-carbonyl)-3-phenylacrylate