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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
AK Scientific
Product number
7910AA
Product name
5-(Benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one
Packaging
250mg
Price
$93
Updated
2021/12/16
AK Scientific
Product number
7910AA
Product name
5-(Benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one
Packaging
1g
Price
$139
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
Alchem Pharmtech,Inc.
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8485655694
Email
sales@alchempharmtech.com
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United States
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63687
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Synthonix Inc
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info@synthonix.com
Country
United States
ProdList
6872
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Combi-Blocks Inc.
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sales@combi-blocks.com
Country
United States
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Matrix Scientific
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sales@matrixscientific.com
Country
United States
ProdList
6632
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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