3-(benzyloxy)-2-methyl-4H-pyran-4-one

Base Information

• Chemical Name: 3-(benzyloxy)-2-methyl-4H-pyran-4-one
• CAS No.: 61049-69-2
• Molecular Formula: C13H12O3
• Molecular Weight: 216.236
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70363412
• Nikkaji Number: J624.828D
• Wikidata: Q72442432
• ChEMBL ID: CHEMBL1330968
• Mol file: 61049-69-2.mol

Synonyms:3-(benzyloxy)-2-methyl-4H-pyran-4-one;61049-69-2;3-Benzyloxy-2-methyl-pyran-4-one;2-methyl-3-phenylmethoxypyran-4-one;4H-Pyran-4-one, 2-methyl-3-(phenylmethoxy)-;MFCD00207271;O-Benzylmaltol;2-Methyl-3-(phenylmethoxy)-4H-pyran-4-one;SCHEMBL81547;Benzyloxy-2-methyl-4-pyrone;ghl.PD_Mitscher_leg0.277;MLS000692213;SCHEMBL3680879;3-benzyloxy-2-methyl-4-pyrone;CHEMBL1330968;2-methyl-3-benzyloxy-4-pyranone;DTXSID70363412;HMS2648J09;2-methyl-3-(benzyloxy)-4-pyranone;AKOS015965254;2-Methyl-3-benzyloxypyran-4(1H)-one;3-benzyloxy-2-methyl-4H-pyran-4-one;AC-20598;SMR000333888;FT-0766651;11J-059;A833024

Chemical Property of 3-(benzyloxy)-2-methyl-4H-pyran-4-one

Chemical Property:

• Vapor Pressure: 5.82E-07mmHg at 25°C
• Melting Point: 56-57 °C
• Refractive Index: 1.573
• Boiling Point: 410.9 °C at 760 mmHg
• Flash Point: 194 °C
• PSA: 39.44000
• Density: 1.18 g/cm³
• LogP: 2.52720
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 322

Purity/Quality:

98%Min ^*data from raw suppliers

MaltolBenzylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C=CO1)OCC2=CC=CC=C2
• Uses: Maltol Benzyl Ether is intermediate of Malto (M160130), an fragrance molecule used in flavor enhancers and fragrances.

Technology Process of 3-(benzyloxy)-2-methyl-4H-pyran-4-one

There total 9 articles about 3-(benzyloxy)-2-methyl-4H-pyran-4-one 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: 100.0%

Maltol (118-71-8) + benzyl bromide (100-39-0) → 3-O-benzylmaltol (61049-69-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 1.25h; Inert atmosphere;

DOI:10.1021/jm301550c

Reference yield: 99.4%

Maltol (118-71-8) + benzyl chloride (100-44-7) → 3-O-benzylmaltol (61049-69-2)

Guidance literature:

With potassium carbonate; In acetonitrile; for 5h; Reflux;

Reference yield: 95.0%

Maltol (118-71-8) → 3-O-benzylmaltol (61049-69-2)

Guidance literature:

by a literature procedure;

upstream raw materials:

Maltol

benzyl bromide

benzyl chloride

4-(((2-methyl-4-oxo-4H-pyran-3-yl)oxy)methyl)phenylboronic acid

Downstream raw materials:

3-Benzyloxy-2-methyl-1-(propyl)-pyridin-4(1H)-one

1,1'-(hexane-1,6-diyl)bis(3-(benzyloxy)-2-methylpyridin-4(1H)-one)

3-Benzyloxy-2-methyl-1-octyl-1H-pyridin-4-one

3-(benzyloxy)-1-hexyl-2-methylpyridin-4(1H)-one

Refernces

• 1、 Ang, M. Trisha C.,Gumbau-Brisa, Roger,Allan, David S.,McDonald, Robert,Ferguson, Michael J.,Holbein, Bruce E.,Bierenstiel, Matthias. "DIBI, a 3-hydroxypyridin-4-one chelator iron-binding polymer with enhanced antimicrobial activity". . p. 1206 - 1212. Retrieved 2018.
• 2、 Telpoukhovskaia, Maria A.,Patrick, Brian O.,Rodríguez-Rodríguez, Cristina,Orvig, Chris. "In silico to in vitro screening of hydroxypyridinones as acetylcholinesterase inhibitors". . p. 1624 - 1628. Retrieved 2016.
• 3、 -. "Polycyclic pyridine oxime-based compound as well as pharmaceutical composition and application thereof". Paragraph 0150-0153. . Retrieved 2021/11/26.
• 4、 Bortolami, Martina,Pandolfi, Fabiana,Messore, Antonella,Rocco, Daniele,Feroci, Marta,Di Santo, Roberto,De Vita, Daniela,Costi, Roberta,Cascarino, Paola,Simonetti, Giovanna,Scipione, Luigi. "Design, synthesis and biological evaluation of a series of iron and copper chelating deferiprone derivatives as new agents active against Candida albicans". . . Retrieved 2021/05/13.