5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one

Product Name: 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one
CAS No.: 15771-06-9
Chemical Name: 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one
Synonyms: -4H-pyran-4-one;Kojic Impurity 3;-2-(hydroxymethyl);5-Benzyloxy-2-hydroxymethyl-1,4-pyrone;2-(hydroxymethyl)-5-phenylmethoxypyran-4-one;5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one;2-(hydroxyMethyl)-5-(phenylMethoxy)-4H-Pyran-4-one;4H-Pyran-4-one, 2-(hydroxymethyl)-5-(phenylmethoxy)-
CBNumber: CB52007549
Molecular Formula: C13H12O4
Formula Weight: 232.23
MOL File: 15771-06-9.mol

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5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one Property

Melting point:: Oil°
Boiling point:: 488.8±45.0 °C(Predicted)
Density: 1.29±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 14.83±0.10(Predicted)
Appearance: Light yellow to yellow Solid
InChI: InChI=1S/C13H12O4/c14-7-11-6-12(15)13(9-16-11)17-8-10-4-2-1-3-5-10/h1-6,9,14H,7-8H2
InChIKey: ZGEXYNBHYVEWKT-UHFFFAOYSA-N
SMILES: C1(CO)OC=C(OCC2=CC=CC=C2)C(=O)C=1

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Safety

HazardClass: IRRITANT

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H228Flammable solid
Precautionary statements: P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: L307750
Product name: 5-(BENZYLOXY)-2-(HYDROXYMETHYL)-4H-PYRAN-4-ONE
Purity: AldrichCPR
Packaging: 50MG
Price: $30.7
Updated: 2025/07/31

TRC

Product number: B286940
Product name: 5-(Benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one
Packaging: 1g
Price: $145
Updated: 2021/12/16

TRC

Product number: B286940
Product name: 5-(Benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one
Packaging: 10g
Price: $1175
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0037692
Product name: 1-(6-CHLORO-2-METHYL-3-PYRIDINYL)-1-ETHANONE
Purity: 95.00%
Packaging: 1G
Price: $866.13
Updated: 2021/12/16

AK Scientific

Product number: 7910AA
Product name: 5-(Benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one
Packaging: 25g
Price: $1140
Updated: 2021/12/16

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5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one Chemical Properties,Usage,Production

Uses

5-(Benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one is a derivative of Kojic Acid (K655080) and is used as a reagent in the synthesis of hydroxypyridinone-L-phenylalanine conjugates as potential tyrosinase inhibitors.

Synthesis

501-30-4

100-44-7

15771-06-9

5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one (14.20 g, 100 mmol) was dissolved in methanol (100 mL) and a solution of sodium hydroxide (4.40 g, 110 mmol) in water (10 mL) was added. The reaction mixture was heated to reflux. Subsequently, benzyl chloride (13.92 g, 110 mmol) was added slowly and dropwise over 30 minutes and the reaction was kept at reflux for 18 hours. Upon completion of the reaction, the reaction mixture was concentrated and the residue was extracted by adding dichloromethane (400 mL) to the residue. The inorganic salts were removed by filtration. The dichloromethane layer was washed sequentially with 5% sodium hydroxide solution (100 mL) and water (100 mL), then dried with anhydrous sodium sulfate, filtered and concentrated the filtrate, and finally recrystallized by ethanol to give the light yellow solid product 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one (19.26 g, 83% yield).

References

[1] Tetrahedron Letters, 2010, vol. 51, # 38, p. 5038 - 5040
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 7, p. 2669 - 2684
[3] Heterocycles, 2013, vol. 87, # 6, p. 1349 - 1358
[4] Chemical and Pharmaceutical Bulletin, 1996, vol. 44, # 9, p. 1647 - 1655
[5] European Journal of Medicinal Chemistry, 2016, vol. 115, p. 132 - 140

5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one Preparation Products And Raw materials

Raw materials

Preparation Products

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5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one Suppliers

China 44 India 1 The Netherlands 1 United States 4 Global 50

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View Lastest Price from 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 5-(Benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one 15771-06-9
Price: US $3.00-9.00/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 50kg
Release date: 2025-07-28

Career Henan Chemical Co

Product: 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one 15771-06-9
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95--99%
Supply Ability: 1ton
Release date: 2020-01-08

15771-06-9, 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-oneRelated Search:

5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one

4H-Pyran-4-one, 2-(hydroxymethyl)-5-(phenylmethoxy)-

2-(hydroxymethyl)-5-phenylmethoxypyran-4-one

2-(hydroxyMethyl)-5-(phenylMethoxy)-4H-Pyran-4-one

5-Benzyloxy-2-hydroxymethyl-1,4-pyrone

Kojic Impurity 3

-2-(hydroxymethyl)

-4H-pyran-4-one

15771-06-9