55201
DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone
purum, ≥97.0% (T)
Synonym(s):
β,β-Dimethyl-α-hydroxy-γ-butyrolactone, DL-Pantolactone, Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
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About This Item
Empirical Formula (Hill Notation):
C6H10O3
CAS Number:
Molecular Weight:
130.14
Beilstein:
80958
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
purum
Quality Level
Assay
≥97.0% (T)
form
solid
mp
74-78 °C (lit.)
solubility
H2O: 1 g/10 mL, clear, colorless to almost colorless
SMILES string
CC1(C)COC(=O)C1O
InChI
1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3
InChI key
SERHXTVXHNVDKA-UHFFFAOYSA-N
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Application
DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone (DL-pantolactone) may be used in the preparation of 3,5-dinitrobenzoyl-DL-pantolactone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
251.6 °F - open cup
Flash Point(C)
122 °C - open cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The Bacterial Degradation of Pantothenic Acid. III. Enzymatic Formation of Aldopantoic Acid*.
Goodhue CT and Snell EE.
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Bing Chen et al.
Applied biochemistry and biotechnology, 162(3), 744-756 (2009-10-31)
The levo-lactonase gene of Fusarium proliferatum ECU2002 (EC3.1.1.25) was cloned and expressed in Escherichia coli JM109 (DE3) for biocatalytic resolution of industrially important chiral lactones, including DL-pantoyl lactone which was a key precursor to calcium D-pantothenate. By increasing the biomass
Optical resolution of pantolactone by a novel fungal enzyme, lactonohydrolase.
S Shimizu et al.
Annals of the New York Academy of Sciences, 799, 650-658 (1996-10-12)
Atul K Hajare et al.
The Journal of organic chemistry, 76(3), 963-966 (2011-01-05)
An efficient synthesis of potent molluscicidal agent cyanolide A, a glycosidic 16-membered macrolide, starting from D-(-)-pantolactone is reported. Highly stereoselective aldol, oxa-Michael addition, and Yamaguchi macrolactonization are the key steps in the present synthesis.
Keiji Sakamoto et al.
Journal of biotechnology, 118(1), 99-106 (2005-06-07)
We developed an enzymatic resolution system for DL-pantoyl lactone that uses immobilized mycelia of Fusarium oxysporum, which produce a lactone-hydrolyzing enzyme (lactonase). The lactonase catalyzes the stereospecific hydrolysis of D-pantoyl lactone. One hundred eighty repeated batch reactions (total reaction time
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