D-(-)-Pantolactone - CAS 599-04-2
Catalog: |
BB030551 |
Product Name: |
D-(-)-Pantolactone |
CAS: |
599-04-2 |
Synonyms: |
(3R)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone; (-)-(R)-Pantolactone; (-)-2-Hydroxy-3,3-dimethyl-γ-butyrolactone; (-)-Pantoyl Lactone; (3R)-Tetrahydro-3-hydroxy-4,4-dimethylfuran-2-one; Pantothenic Lactone; D-(-)-α-Hydroxy-β,β-dimethyl-γ-butyrolactone; (R)-α-Hydroxy-β,β-dimethyl-γ-butyrolactone; Pantolactone; (R)-pantolactone; (R)-3-hydroxy-4,4-dimethyldihydrofuran-2(3H)-one |
Related CAS: | 5405-40-3 (S-configuration)
|
IUPAC Name: | (3R)-3-hydroxy-4,4-dimethyloxolan-2-one |
Description: | D-(-)-Pantolactone is a chiral auxiliary used in many asymmetric synthesis reactions. It is also an important intermediate in the synthesis of pantothenic acid and a degradation product of pantothneic acid in the liver. |
Molecular Weight: | 130.14 |
Molecular Formula: | C6H10O3 |
Canonical SMILES: | CC1(COC(=O)C1O)C |
InChI: | InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1 |
InChI Key: | SERHXTVXHNVDKA-BYPYZUCNSA-N |
Boiling Point: | 120-122 °C at 15 mmHg |
Melting Point: | 88-92 °C |
Flash Point: | 99°C |
Purity: | ≥ 95 % |
Density: | 1.165 g/cm3 |
Solubility: | Sparingly soluble in Chloroform, Methanol; Slightly soluble in Ethyl Acetate, Water |
Appearance: | White to off-white solid |
Storage: | Store at 2-8 °C under inert atmosphere |
MDL: | MFCD00005392 |
LogP: | -0.06970 |
GHS Hazard Statement: | H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] |
Precautionary Statement: | P264, P280, P305+P351+P338, and P337+P313 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
CN-113416744-A | D-pantoic acid producing strain, construction method and application | 20210604 |
CN-113317512-A | Preparation method and application of D-panthenol aqueous solution with high stability | 20210519 |
CN-113046337-A | Pantolactone hydrolase mutant strain and application thereof | 20210318 |
CN-113004228-A | Synthesis process of D-calcium pantothenate intermediate D-pantolactone | 20210312 |
CN-113149852-A | Production process of L-carnitine | 20210312 |
PMID | Publication Date | Title | Journal |
22398860 | 20120701 | L-pantoyl lactone dehydrogenase from Rhodococcus erythropolis: genetic analyses and application to the stereospecific oxidation of L-pantoyl lactone | Applied microbiology and biotechnology |
21699171 | 20110715 | Total synthesis of isofregenedadiol | Organic letters |
21192736 | 20110204 | Synthesis of molluscicidal agent cyanolide a macrolactone from D-(-)-pantolactone | The Journal of organic chemistry |
19876606 | 20101001 | Biocatalytic properties of a recombinant Fusarium proliferatum lactonase with significantly enhanced production by optimal expression in Escherichia coli | Applied biochemistry and biotechnology |
20032887 | 20091215 | A striking exception to the chelate model for acyclic diastereocontrol: efficient access to a versatile propargyl alcohol for chemical synthesis | Molecules (Basel, Switzerland) |
Complexity: | 139 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 1 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 130.062994177 |
Formal Charge: | 0 |
Heavy Atom Count: | 9 |
Hydrogen Bond Acceptor Count: | 3 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 130.062994177 |
Rotatable Bond Count: | 0 |
Topological Polar Surface Area: | 46.5 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 0.5 |
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