D-(-)-Pantolactone - CAS 599-04-2

Name: D-(-)-Pantolactone
Brand: BOC Sciences
Rating: 5 (1 reviews)

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

Technical Data

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